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Ultrasound-assisted facile one-pot sequential synthesis of novel sulfonamide-isoxazoles using cerium (IV) ammonium nitrate (CAN) as an efficient oxidant in aqueous medium.

Ultrasonics sonochemistry

Alaoui S, Driowya M, Demange L, Benhida R, Bougrin K.
PMID: 28946427
Ultrason Sonochem. 2018 Jan;40:289-297. doi: 10.1016/j.ultsonch.2017.07.019. Epub 2017 Jul 11.

A series of novel 3,5-disubstituted isoxazoles have been synthesized, using a new, green, and versatile "one-pot three-steps" methodology. The key step is an oxidative 1,3-dipolar cycloaddition under ultrasonic irradiation, occurring in aqueous media, and mediated by cerium (IV) ammonium...

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Alaoui S, Driowya M, Demange L, et al. Ultrasound-assisted facile one-pot sequential synthesis of novel sulfonamide-isoxazoles using cerium (IV) ammonium nitrate (CAN) as an efficient oxidant in aqueous medium. Ultrason Sonochem. 2017;40:289-297doi: 10.1016/j.ultsonch.2017.07.019.
Alaoui, S., Driowya, M., Demange, L., Benhida, R., & Bougrin, K. (2018). Ultrasound-assisted facile one-pot sequential synthesis of novel sulfonamide-isoxazoles using cerium (IV) ammonium nitrate (CAN) as an efficient oxidant in aqueous medium. Ultrasonics sonochemistry, 40289-297. https://doi.org/10.1016/j.ultsonch.2017.07.019
Alaoui, Soukaina, et al. "Ultrasound-assisted facile one-pot sequential synthesis of novel sulfonamide-isoxazoles using cerium (IV) ammonium nitrate (CAN) as an efficient oxidant in aqueous medium." Ultrasonics sonochemistry vol. 40 (2018): 289-297. doi: https://doi.org/10.1016/j.ultsonch.2017.07.019
Alaoui S, Driowya M, Demange L, Benhida R, Bougrin K. Ultrasound-assisted facile one-pot sequential synthesis of novel sulfonamide-isoxazoles using cerium (IV) ammonium nitrate (CAN) as an efficient oxidant in aqueous medium. Ultrason Sonochem. 2018 Jan;40:289-297. doi: 10.1016/j.ultsonch.2017.07.019. Epub 2017 Jul 11. PMID: 28946427.
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Palladium-Catalyzed Enantioselective Three-Component Synthesis of α-Arylglycines.

Organic letters

Beisel T, Diehl AM, Manolikakes G.
PMID: 27505131
Org Lett. 2016 Aug 19;18(16):4116-9. doi: 10.1021/acs.orglett.6b02045. Epub 2016 Aug 09.

A general Pd-catalyzed, enantioselective three-component synthesis of α-arylglycines starting from sulfonamides, glyoxylic acid derivatives, and boronic acids was developed. This operationally straightforward procedure enables the preparation of a wide variety of α-arylglycines in high yields and excellent levels of...

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Beisel T, Diehl AM, Manolikakes G. Palladium-Catalyzed Enantioselective Three-Component Synthesis of α-Arylglycines. Org Lett. 2016;18(16):4116-9doi: 10.1021/acs.orglett.6b02045.
Beisel, T., Diehl, A. M., & Manolikakes, G. (2016). Palladium-Catalyzed Enantioselective Three-Component Synthesis of α-Arylglycines. Organic letters, 18(16), 4116-9. https://doi.org/10.1021/acs.orglett.6b02045
Beisel, Tamara, et al. "Palladium-Catalyzed Enantioselective Three-Component Synthesis of α-Arylglycines." Organic letters vol. 18,16 (2016): 4116-9. doi: https://doi.org/10.1021/acs.orglett.6b02045
Beisel T, Diehl AM, Manolikakes G. Palladium-Catalyzed Enantioselective Three-Component Synthesis of α-Arylglycines. Org Lett. 2016 Aug 19;18(16):4116-9. doi: 10.1021/acs.orglett.6b02045. Epub 2016 Aug 09. PMID: 27505131.
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Discovery of a Type III Inhibitor of LIM Kinase 2 That Binds in a DFG-Out Conformation.

ACS medicinal chemistry letters

Goodwin NC, Cianchetta G, Burgoon HA, Healy J, Mabon R, Strobel ED, Allen J, Wang S, Hamman BD, Rawlins DB.
PMID: 25589930
ACS Med Chem Lett. 2014 Aug 07;6(1):53-7. doi: 10.1021/ml500242y. eCollection 2015 Jan 08.

The first allosteric, type III inhibitor of LIM-kinase 2 (LIMK2) is reported. A series of molecules that feature both an N-phenylsulfonamide and tertiary amide were not only very potent at LIMK2 but also were extremely selective against a panel...

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Goodwin NC, Cianchetta G, Burgoon HA, et al. Discovery of a Type III Inhibitor of LIM Kinase 2 That Binds in a DFG-Out Conformation. ACS Med Chem Lett. 2014;6(1):53-7doi: 10.1021/ml500242y.
Goodwin, N. C., Cianchetta, G., Burgoon, H. A., Healy, J., Mabon, R., Strobel, E. D., Allen, J., Wang, S., Hamman, B. D., & Rawlins, D. B. (2015). Discovery of a Type III Inhibitor of LIM Kinase 2 That Binds in a DFG-Out Conformation. ACS medicinal chemistry letters, 6(1), 53-7. https://doi.org/10.1021/ml500242y
Goodwin, Nicole C, et al. "Discovery of a Type III Inhibitor of LIM Kinase 2 That Binds in a DFG-Out Conformation." ACS medicinal chemistry letters vol. 6,1 (2015): 53-7. doi: https://doi.org/10.1021/ml500242y
Goodwin NC, Cianchetta G, Burgoon HA, Healy J, Mabon R, Strobel ED, Allen J, Wang S, Hamman BD, Rawlins DB. Discovery of a Type III Inhibitor of LIM Kinase 2 That Binds in a DFG-Out Conformation. ACS Med Chem Lett. 2014 Aug 07;6(1):53-7. doi: 10.1021/ml500242y. eCollection 2015 Jan 08. PMID: 25589930; PMCID: PMC4291701.
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Metal-Free Intermolecular Aminoarylation of Alkynes.

Angewandte Chemie (International ed. in English)

Rabet PT, Boyd S, Greaney MF.
PMID: 28294505
Angew Chem Int Ed Engl. 2017 Apr 03;56(15):4183-4186. doi: 10.1002/anie.201612445. Epub 2017 Mar 13.

A metal-free aminoarylation of internal alkynes is described, yielding tetrasubstituted enaminoates. The transformation proceeds in good to excellent yields through a tandem conjugate addition/Smiles rearrangement involving aryl and heteroaryl sulfonamides. Substrate scope is very broad under simple, user-friendly conditions,...

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Rabet PT, Boyd S, Greaney MF. Metal-Free Intermolecular Aminoarylation of Alkynes. Angew Chem Int Ed Engl. 2017;56(15):4183-4186doi: 10.1002/anie.201612445.
Rabet, P. T., Boyd, S., & Greaney, M. F. (2017). Metal-Free Intermolecular Aminoarylation of Alkynes. Angewandte Chemie (International ed. in English), 56(15), 4183-4186. https://doi.org/10.1002/anie.201612445
Rabet, Pauline T G, et al. "Metal-Free Intermolecular Aminoarylation of Alkynes." Angewandte Chemie (International ed. in English) vol. 56,15 (2017): 4183-4186. doi: https://doi.org/10.1002/anie.201612445
Rabet PT, Boyd S, Greaney MF. Metal-Free Intermolecular Aminoarylation of Alkynes. Angew Chem Int Ed Engl. 2017 Apr 03;56(15):4183-4186. doi: 10.1002/anie.201612445. Epub 2017 Mar 13. PMID: 28294505.
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Synthesis of Sulfones and Sulfonamides via Sulfinate Anions: Revisiting the Utility of Thiosulfonates.

The Journal of organic chemistry

Shyam PK, Jang HY.
PMID: 28078894
J Org Chem. 2017 Feb 03;82(3):1761-1767. doi: 10.1021/acs.joc.6b03016. Epub 2017 Jan 25.

Simple and high-yielding strategies for the production of a variety of sulfones and sulfonamides, using thiosulfonates synthesized by copper-catalyzed aerobic dimerization, are reported. Although thiosulfonates are an old class of compound, practical methods for their synthesis and utilization have...

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Shyam PK, Jang HY. Synthesis of Sulfones and Sulfonamides via Sulfinate Anions: Revisiting the Utility of Thiosulfonates. J Org Chem. 2017;82(3):1761-1767doi: 10.1021/acs.joc.6b03016.
Shyam, P. K., & Jang, H. Y. (2017). Synthesis of Sulfones and Sulfonamides via Sulfinate Anions: Revisiting the Utility of Thiosulfonates. The Journal of organic chemistry, 82(3), 1761-1767. https://doi.org/10.1021/acs.joc.6b03016
Shyam, Pranab K, and Jang, Hye-Young. "Synthesis of Sulfones and Sulfonamides via Sulfinate Anions: Revisiting the Utility of Thiosulfonates." The Journal of organic chemistry vol. 82,3 (2017): 1761-1767. doi: https://doi.org/10.1021/acs.joc.6b03016
Shyam PK, Jang HY. Synthesis of Sulfones and Sulfonamides via Sulfinate Anions: Revisiting the Utility of Thiosulfonates. J Org Chem. 2017 Feb 03;82(3):1761-1767. doi: 10.1021/acs.joc.6b03016. Epub 2017 Jan 25. PMID: 28078894.
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Cobalt-catalyzed aryl C-H activation and highly regioselective intermolecular annulation of sulfonamides with allenes.

Chemical communications (Cambridge, England)

Thrimurtulu N, Nallagonda R, Volla CM.
PMID: 28111655
Chem Commun (Camb). 2017 Feb 02;53(11):1872-1875. doi: 10.1039/c6cc08622e.

Herein we describe a cobalt-catalyzed C-H activation of aryl and heteroaryl sulfonamides and their intermolecular heteroannulation reaction with allenes, providing a convergent strategy for the synthesis of biologically interesting heterocyclic scaffolds. Carbometallation of allenes proceeds selectively through a Co-alkenyl...

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Thrimurtulu N, Nallagonda R, Volla CM. Cobalt-catalyzed aryl C-H activation and highly regioselective intermolecular annulation of sulfonamides with allenes. Chem Commun (Camb). 2017;53(11):1872-1875doi: 10.1039/c6cc08622e.
Thrimurtulu, N., Nallagonda, R., & Volla, C. M. (2017). Cobalt-catalyzed aryl C-H activation and highly regioselective intermolecular annulation of sulfonamides with allenes. Chemical communications (Cambridge, England), 53(11), 1872-1875. https://doi.org/10.1039/c6cc08622e
Thrimurtulu, Neetipalli, et al. "Cobalt-catalyzed aryl C-H activation and highly regioselective intermolecular annulation of sulfonamides with allenes." Chemical communications (Cambridge, England) vol. 53,11 (2017): 1872-1875. doi: https://doi.org/10.1039/c6cc08622e
Thrimurtulu N, Nallagonda R, Volla CM. Cobalt-catalyzed aryl C-H activation and highly regioselective intermolecular annulation of sulfonamides with allenes. Chem Commun (Camb). 2017 Feb 02;53(11):1872-1875. doi: 10.1039/c6cc08622e. PMID: 28111655.
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Anomeric Effects in Sulfamides.

The journal of physical chemistry. A

Hansen E, Limé E, Norrby PO, Wiest O.
PMID: 27135551
J Phys Chem A. 2016 May 26;120(20):3677-82. doi: 10.1021/acs.jpca.6b02757. Epub 2016 May 10.

Sulfamides, together with their simpler sulfonamide analogs, are common functional groups in a significant number of biologically active compounds. This is partly due to their unique electronic structure and conformational behavior, which mimics the tetrahedral intermediate involved in many...

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Hansen E, Limé E, Norrby PO, et al. Anomeric Effects in Sulfamides. J Phys Chem A. 2016;120(20):3677-82doi: 10.1021/acs.jpca.6b02757.
Hansen, E., Limé, E., Norrby, P. O., & Wiest, O. (2016). Anomeric Effects in Sulfamides. The journal of physical chemistry. A, 120(20), 3677-82. https://doi.org/10.1021/acs.jpca.6b02757
Hansen, Eric, et al. "Anomeric Effects in Sulfamides." The journal of physical chemistry. A vol. 120,20 (2016): 3677-82. doi: https://doi.org/10.1021/acs.jpca.6b02757
Hansen E, Limé E, Norrby PO, Wiest O. Anomeric Effects in Sulfamides. J Phys Chem A. 2016 May 26;120(20):3677-82. doi: 10.1021/acs.jpca.6b02757. Epub 2016 May 10. PMID: 27135551; PMCID: PMC5542809.
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Chemoselective, Enzymatic C-H Bond Amination Catalyzed by a Cytochrome P450 Containing an Ir(Me)-PIX Cofactor.

Journal of the American Chemical Society

Dydio P, Key HM, Hayashi H, Clark DS, Hartwig JF.
PMID: 28080030
J Am Chem Soc. 2017 Feb 08;139(5):1750-1753. doi: 10.1021/jacs.6b11410. Epub 2017 Jan 26.

Cytochrome P450 enzymes have been engineered to catalyze abiological C-H bond amination reactions, but the yields of these reactions have been limited by low chemoselectivity for the amination of C-H bonds over competing reduction of the azide substrate to...

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Dydio P, Key HM, Hayashi H, et al. Chemoselective, Enzymatic C-H Bond Amination Catalyzed by a Cytochrome P450 Containing an Ir(Me)-PIX Cofactor. J Am Chem Soc. 2017;139(5):1750-1753doi: 10.1021/jacs.6b11410.
Dydio, P., Key, H. M., Hayashi, H., Clark, D. S., & Hartwig, J. F. (2017). Chemoselective, Enzymatic C-H Bond Amination Catalyzed by a Cytochrome P450 Containing an Ir(Me)-PIX Cofactor. Journal of the American Chemical Society, 139(5), 1750-1753. https://doi.org/10.1021/jacs.6b11410
Dydio, Paweł, et al. "Chemoselective, Enzymatic C-H Bond Amination Catalyzed by a Cytochrome P450 Containing an Ir(Me)-PIX Cofactor." Journal of the American Chemical Society vol. 139,5 (2017): 1750-1753. doi: https://doi.org/10.1021/jacs.6b11410
Dydio P, Key HM, Hayashi H, Clark DS, Hartwig JF. Chemoselective, Enzymatic C-H Bond Amination Catalyzed by a Cytochrome P450 Containing an Ir(Me)-PIX Cofactor. J Am Chem Soc. 2017 Feb 08;139(5):1750-1753. doi: 10.1021/jacs.6b11410. Epub 2017 Jan 26. PMID: 28080030.
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Methodology of analysis of very weak acids by isotachophoresis with electrospray-ionization mass-spectrometric detection: Anionic electrolyte systems for the medium-alkaline pH range.

Analytica chimica acta

Malá Z, Gebauer P.
PMID: 29153088
Anal Chim Acta. 2018 Jan 15;998:67-74. doi: 10.1016/j.aca.2017.10.013. Epub 2017 Oct 17.

This work describes for the first time a functional electrolyte system setup for anionic isotachophoresis (ITP) with electrospray-ionization mass-spectrometric (ESI-MS) detection in the neutral to medium-alkaline pH range. So far no application was published on the analysis of very...

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Malá Z, Gebauer P. Methodology of analysis of very weak acids by isotachophoresis with electrospray-ionization mass-spectrometric detection: Anionic electrolyte systems for the medium-alkaline pH range. Anal Chim Acta. 2017;998:67-74doi: 10.1016/j.aca.2017.10.013.
Malá, Z., & Gebauer, P. (2018). Methodology of analysis of very weak acids by isotachophoresis with electrospray-ionization mass-spectrometric detection: Anionic electrolyte systems for the medium-alkaline pH range. Analytica chimica acta, 99867-74. https://doi.org/10.1016/j.aca.2017.10.013
Malá, Zdena, and Gebauer, Petr. "Methodology of analysis of very weak acids by isotachophoresis with electrospray-ionization mass-spectrometric detection: Anionic electrolyte systems for the medium-alkaline pH range." Analytica chimica acta vol. 998 (2018): 67-74. doi: https://doi.org/10.1016/j.aca.2017.10.013
Malá Z, Gebauer P. Methodology of analysis of very weak acids by isotachophoresis with electrospray-ionization mass-spectrometric detection: Anionic electrolyte systems for the medium-alkaline pH range. Anal Chim Acta. 2018 Jan 15;998:67-74. doi: 10.1016/j.aca.2017.10.013. Epub 2017 Oct 17. PMID: 29153088.
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N-(3-Ethynyl-2,4-difluorophenyl)sulfonamide Derivatives as Selective Raf Inhibitors.

ACS medicinal chemistry letters

Li Y, Cheng H, Zhang Z, Zhuang X, Luo J, Long H, Zhou Y, Xu Y, Taghipouran R, Li D, Patterson A, Smaill J, Tu Z, Wu D, Ren X, Ding K.
PMID: 26005530
ACS Med Chem Lett. 2015 Mar 18;6(5):543-7. doi: 10.1021/acsmedchemlett.5b00039. eCollection 2015 May 14.

A series of N-(3-ethynyl-2,4-difluorophenyl)sulfonamides were identified as new selective Raf inhibitors. The compounds potently inhibit B-Raf(V600E) with low nanomolar IC50 values and exhibit excellent target specificity in a selectivity profiling investigation against 468 kinases. They strongly suppress proliferation of...

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Li Y, Cheng H, Zhang Z, et al. N-(3-Ethynyl-2,4-difluorophenyl)sulfonamide Derivatives as Selective Raf Inhibitors. ACS Med Chem Lett. 2015;6(5):543-7doi: 10.1021/acsmedchemlett.5b00039.
Li, Y., Cheng, H., Zhang, Z., Zhuang, X., Luo, J., Long, H., Zhou, Y., Xu, Y., Taghipouran, R., Li, D., Patterson, A., Smaill, J., Tu, Z., Wu, D., Ren, X., & Ding, K. (2015). N-(3-Ethynyl-2,4-difluorophenyl)sulfonamide Derivatives as Selective Raf Inhibitors. ACS medicinal chemistry letters, 6(5), 543-7. https://doi.org/10.1021/acsmedchemlett.5b00039
Li, Yingjun, et al. "N-(3-Ethynyl-2,4-difluorophenyl)sulfonamide Derivatives as Selective Raf Inhibitors." ACS medicinal chemistry letters vol. 6,5 (2015): 543-7. doi: https://doi.org/10.1021/acsmedchemlett.5b00039
Li Y, Cheng H, Zhang Z, Zhuang X, Luo J, Long H, Zhou Y, Xu Y, Taghipouran R, Li D, Patterson A, Smaill J, Tu Z, Wu D, Ren X, Ding K. N-(3-Ethynyl-2,4-difluorophenyl)sulfonamide Derivatives as Selective Raf Inhibitors. ACS Med Chem Lett. 2015 Mar 18;6(5):543-7. doi: 10.1021/acsmedchemlett.5b00039. eCollection 2015 May 14. PMID: 26005530; PMCID: PMC4434482.
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Metal-free, hydroacylation of C=C and N=N bonds via aerobic C-H activation of aldehydes, and reaction of the products thereof.

Organic & biomolecular chemistry

Chudasama V, Akhbar AR, Bahou KA, Fitzmaurice RJ, Caddick S.
PMID: 24068290
Org Biomol Chem. 2013 Nov 14;11(42):7301-17. doi: 10.1039/c3ob41632a.

In this report, a thorough evaluation of the use of aerobically initiated, metal-free hydroacylation of various C=C and N=N acceptor molecules with a wide range of aldehydes is presented. The aerobic-activation conditions that have been developed are in sharp...

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Chudasama V, Akhbar AR, Bahou KA, et al. Metal-free, hydroacylation of C=C and N=N bonds via aerobic C-H activation of aldehydes, and reaction of the products thereof. Org Biomol Chem. 2013;11(42):7301-17doi: 10.1039/c3ob41632a.
Chudasama, V., Akhbar, A. R., Bahou, K. A., Fitzmaurice, R. J., & Caddick, S. (2013). Metal-free, hydroacylation of C=C and N=N bonds via aerobic C-H activation of aldehydes, and reaction of the products thereof. Organic & biomolecular chemistry, 11(42), 7301-17. https://doi.org/10.1039/c3ob41632a
Chudasama, Vijay, et al. "Metal-free, hydroacylation of C=C and N=N bonds via aerobic C-H activation of aldehydes, and reaction of the products thereof." Organic & biomolecular chemistry vol. 11,42 (2013): 7301-17. doi: https://doi.org/10.1039/c3ob41632a
Chudasama V, Akhbar AR, Bahou KA, Fitzmaurice RJ, Caddick S. Metal-free, hydroacylation of C=C and N=N bonds via aerobic C-H activation of aldehydes, and reaction of the products thereof. Org Biomol Chem. 2013 Nov 14;11(42):7301-17. doi: 10.1039/c3ob41632a. PMID: 24068290.
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Mallard ducks - a waterfowl species with high risk of distributing Escherichia coli pathogenic for humans.

Environmental microbiology reports

Ewers C, Guenther S, Wieler LH, Schierack P.
PMID: 23765929
Environ Microbiol Rep. 2009 Dec;1(6):510-7. doi: 10.1111/j.1758-2229.2009.00058.x. Epub 2009 Jul 31.

Mallard ducks may pose a so far underestimated risk to human and animal health by transmitting pathogenic Escherichia coli via their faecal deposits to various environmental sources. We processed Mallard duck faecal samples for E. coli and unique clones,...

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Ewers C, Guenther S, Wieler LH, et al. Mallard ducks - a waterfowl species with high risk of distributing Escherichia coli pathogenic for humans. Environ Microbiol Rep. 2009;1(6):510-7doi: 10.1111/j.1758-2229.2009.00058.x.
Ewers, C., Guenther, S., Wieler, L. H., & Schierack, P. (2009). Mallard ducks - a waterfowl species with high risk of distributing Escherichia coli pathogenic for humans. Environmental microbiology reports, 1(6), 510-7. https://doi.org/10.1111/j.1758-2229.2009.00058.x
Ewers, Christa, et al. "Mallard ducks - a waterfowl species with high risk of distributing Escherichia coli pathogenic for humans." Environmental microbiology reports vol. 1,6 (2009): 510-7. doi: https://doi.org/10.1111/j.1758-2229.2009.00058.x
Ewers C, Guenther S, Wieler LH, Schierack P. Mallard ducks - a waterfowl species with high risk of distributing Escherichia coli pathogenic for humans. Environ Microbiol Rep. 2009 Dec;1(6):510-7. doi: 10.1111/j.1758-2229.2009.00058.x. Epub 2009 Jul 31. PMID: 23765929.
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Showing 1 to 12 of 1002 entries