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Showing 1 to 12 of 27 entries
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Aggregation and Alkylation of the Cesium Enolate of 2-p-Biphenylylcyclohexanone(1).

The Journal of organic chemistry

Streitwieser A, Wang DZ, Stratakis M.
PMID: 11674562
J Org Chem. 1999 Jun 25;64(13):4860-4864. doi: 10.1021/jo990251u.

The cesium enolate of 2-biphenylylcyclohexanone (CsBPCH), generated by deprotonation of 2-biphenylylcyclohexanone with diphenylmethylcesium, is shown to be a mixture of monomer and dimer in THF, with a dimerization constant of 1.9 x 10(3) M(-)(1). The ion pair acidity corresponds...

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Streitwieser A, Wang DZ, Stratakis M. Aggregation and Alkylation of the Cesium Enolate of 2-p-Biphenylylcyclohexanone(1). J Org Chem. 1999;64(13):4860-4864doi: 10.1021/jo990251u.
Streitwieser, A., Wang, D. Z., & Stratakis, M. (1999). Aggregation and Alkylation of the Cesium Enolate of 2-p-Biphenylylcyclohexanone(1). The Journal of organic chemistry, 64(13), 4860-4864. https://doi.org/10.1021/jo990251u
Streitwieser, Andrew, et al. "Aggregation and Alkylation of the Cesium Enolate of 2-p-Biphenylylcyclohexanone(1)." The Journal of organic chemistry vol. 64,13 (1999): 4860-4864. doi: https://doi.org/10.1021/jo990251u
Streitwieser A, Wang DZ, Stratakis M. Aggregation and Alkylation of the Cesium Enolate of 2-p-Biphenylylcyclohexanone(1). J Org Chem. 1999 Jun 25;64(13):4860-4864. doi: 10.1021/jo990251u. PMID: 11674562.
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Kinetics of bromine-magnesium exchange reactions in substituted bromobenzenes.

The Journal of organic chemistry

Shi L, Chu Y, Knochel P, Mayr H.
PMID: 19281194
J Org Chem. 2009 Apr 03;74(7):2760-4. doi: 10.1021/jo802770h.

Competition experiments have been performed to determine the relative reactivities of substituted bromobenzenes, bromonaphthalenes, and 9-bromoanthracene toward i-PrMgCl x LiCl in THF at 0 degrees C. The rates of the bromine-magnesium exchange reactions are accelerated by electron-acceptor substituents, the...

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Shi L, Chu Y, Knochel P, et al. Kinetics of bromine-magnesium exchange reactions in substituted bromobenzenes. J Org Chem. 2009;74(7):2760-4doi: 10.1021/jo802770h.
Shi, L., Chu, Y., Knochel, P., & Mayr, H. (2009). Kinetics of bromine-magnesium exchange reactions in substituted bromobenzenes. The Journal of organic chemistry, 74(7), 2760-4. https://doi.org/10.1021/jo802770h
Shi, Lei, et al. "Kinetics of bromine-magnesium exchange reactions in substituted bromobenzenes." The Journal of organic chemistry vol. 74,7 (2009): 2760-4. doi: https://doi.org/10.1021/jo802770h
Shi L, Chu Y, Knochel P, Mayr H. Kinetics of bromine-magnesium exchange reactions in substituted bromobenzenes. J Org Chem. 2009 Apr 03;74(7):2760-4. doi: 10.1021/jo802770h. PMID: 19281194.
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Two-step synthesis of difluoromethyl-substituted 2,3-dihydrobenzoheteroles.

Organic letters

Fujita T, Sanada S, Chiba Y, Sugiyama K, Ichikawa J.
PMID: 24552502
Org Lett. 2014 Mar 07;16(5):1398-401. doi: 10.1021/ol5001582. Epub 2014 Feb 19.

3-Difluoromethylated 2,3-dihydrobenzoheteroles, 2,3-dihydrobenzofurans, 2,3-dihydrobenzothiophenes, and indolines were readily synthesized from ortho-heterosubstituted bromobenzenes, 2-bromophenols, 2-bromobenzenethiols, and 2-bromoanilines, respectively, in two steps: (1) γ-selective allylic substitution of 3-bromo-3,3-difluoropropene with heteronucleophiles and (2) intramolecular radical cyclization of the resulting 3,3-difluoroallylic compounds.

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Fujita T, Sanada S, Chiba Y, et al. Two-step synthesis of difluoromethyl-substituted 2,3-dihydrobenzoheteroles. Org Lett. 2014;16(5):1398-401doi: 10.1021/ol5001582.
Fujita, T., Sanada, S., Chiba, Y., Sugiyama, K., & Ichikawa, J. (2014). Two-step synthesis of difluoromethyl-substituted 2,3-dihydrobenzoheteroles. Organic letters, 16(5), 1398-401. https://doi.org/10.1021/ol5001582
Fujita, Takeshi, et al. "Two-step synthesis of difluoromethyl-substituted 2,3-dihydrobenzoheteroles." Organic letters vol. 16,5 (2014): 1398-401. doi: https://doi.org/10.1021/ol5001582
Fujita T, Sanada S, Chiba Y, Sugiyama K, Ichikawa J. Two-step synthesis of difluoromethyl-substituted 2,3-dihydrobenzoheteroles. Org Lett. 2014 Mar 07;16(5):1398-401. doi: 10.1021/ol5001582. Epub 2014 Feb 19. PMID: 24552502.
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Palladium Catalyzed C-I and Vicinal C-H Dual Activation of Diaryliodonium Salts for Diarylations: Synthesis of Triphenylenes.

The Journal of organic chemistry

Wu X, Han J, Wang L.
PMID: 29171754
J Org Chem. 2018 Jan 05;83(1):49-56. doi: 10.1021/acs.joc.7b01905. Epub 2017 Dec 11.

Using the synthetic strategy of palladium-catalyzed dual activation of both C-I and vicinal C-H bonds of diaryliodonium salts, we report an approach for direct diarylations of 2-bromobiphenyls or bromobenzenes. As a result, a wide range of triphenylenes with various...

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Wu X, Han J, Wang L. Palladium Catalyzed C-I and Vicinal C-H Dual Activation of Diaryliodonium Salts for Diarylations: Synthesis of Triphenylenes. J Org Chem. 2017;83(1):49-56doi: 10.1021/acs.joc.7b01905.
Wu, X., Han, J., & Wang, L. (2018). Palladium Catalyzed C-I and Vicinal C-H Dual Activation of Diaryliodonium Salts for Diarylations: Synthesis of Triphenylenes. The Journal of organic chemistry, 83(1), 49-56. https://doi.org/10.1021/acs.joc.7b01905
Wu, Xunshen, et al. "Palladium Catalyzed C-I and Vicinal C-H Dual Activation of Diaryliodonium Salts for Diarylations: Synthesis of Triphenylenes." The Journal of organic chemistry vol. 83,1 (2018): 49-56. doi: https://doi.org/10.1021/acs.joc.7b01905
Wu X, Han J, Wang L. Palladium Catalyzed C-I and Vicinal C-H Dual Activation of Diaryliodonium Salts for Diarylations: Synthesis of Triphenylenes. J Org Chem. 2018 Jan 05;83(1):49-56. doi: 10.1021/acs.joc.7b01905. Epub 2017 Dec 11. PMID: 29171754.
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Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- and 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes.

Organic letters

Wang W, Bao ZP, Qi X, Wu XF.
PMID: 34370477
Org Lett. 2021 Aug 20;23(16):6589-6593. doi: 10.1021/acs.orglett.1c02442. Epub 2021 Aug 09.

A nickel-catalyzed one-pot carbonylation reaction of 2-bromobenzenesulfonyl chlorides with alkynes for the synthesis of thiochromenones has been established. Both terminal and internal alkynes were suitable substrates in this carbonylative transformation, and a broad range of 2-mono- and 2,3-disubstituted thiochromenone...

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Wang W, Bao ZP, Qi X, et al. Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- and 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes. Org Lett. 2021;23(16):6589-6593doi: 10.1021/acs.orglett.1c02442.
Wang, W., Bao, Z. P., Qi, X., & Wu, X. F. (2021). Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- and 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes. Organic letters, 23(16), 6589-6593. https://doi.org/10.1021/acs.orglett.1c02442
Wang, Wei, et al. "Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- and 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes." Organic letters vol. 23,16 (2021): 6589-6593. doi: https://doi.org/10.1021/acs.orglett.1c02442
Wang W, Bao ZP, Qi X, Wu XF. Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- and 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes. Org Lett. 2021 Aug 20;23(16):6589-6593. doi: 10.1021/acs.orglett.1c02442. Epub 2021 Aug 09. PMID: 34370477.
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Generation of functionalized asymmetric benzynes with TMP-zincates. Effects of ligands on selectivity and reactivity of zincates.

Journal of the American Chemical Society

Uchiyama M, Miyoshi T, Kajihara Y, Sakamoto T, Otani Y, Ohwada T, Kondo Y.
PMID: 12121077
J Am Chem Soc. 2002 Jul 24;124(29):8514-5. doi: 10.1021/ja0202199.

We have developed new methods for preparing functionalized benzynes through deprotonative zincation as a key reaction using R2Zn(TMP)Li, and we also describes dramatic ligand effects on the benzyne formation. Deprotonative zincation of various meta-substituted bromobenzenes with Me2Zn(TMP)Li proved effective...

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Uchiyama M, Miyoshi T, Kajihara Y, et al. Generation of functionalized asymmetric benzynes with TMP-zincates. Effects of ligands on selectivity and reactivity of zincates. J Am Chem Soc. 2002;124(29):8514-5doi: 10.1021/ja0202199.
Uchiyama, M., Miyoshi, T., Kajihara, Y., Sakamoto, T., Otani, Y., Ohwada, T., & Kondo, Y. (2002). Generation of functionalized asymmetric benzynes with TMP-zincates. Effects of ligands on selectivity and reactivity of zincates. Journal of the American Chemical Society, 124(29), 8514-5. https://doi.org/10.1021/ja0202199
Uchiyama, Masanobu, et al. "Generation of functionalized asymmetric benzynes with TMP-zincates. Effects of ligands on selectivity and reactivity of zincates." Journal of the American Chemical Society vol. 124,29 (2002): 8514-5. doi: https://doi.org/10.1021/ja0202199
Uchiyama M, Miyoshi T, Kajihara Y, Sakamoto T, Otani Y, Ohwada T, Kondo Y. Generation of functionalized asymmetric benzynes with TMP-zincates. Effects of ligands on selectivity and reactivity of zincates. J Am Chem Soc. 2002 Jul 24;124(29):8514-5. doi: 10.1021/ja0202199. PMID: 12121077.
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Exploration of Biaryl Carboxylic Acids as Proton Shuttles for the Selective Functionalization of Indole C-H Bonds.

The Journal of organic chemistry

Pi JJ, Lu XY, Liu JH, Lu X, Xiao B, Fu Y, Guimond N.
PMID: 29664291
J Org Chem. 2018 May 18;83(10):5791-5800. doi: 10.1021/acs.joc.8b00417. Epub 2018 Apr 26.

A survey of diversely substituted 2-arylbenzoic acids were synthesized and tested for use as proton shuttle in the direct arylation of indoles with bromobenzenes. It was found that 3-ethoxy-2-phenylbenzoic acid gives superior yield and selectivity for this class of...

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Pi JJ, Lu XY, Liu JH, et al. Exploration of Biaryl Carboxylic Acids as Proton Shuttles for the Selective Functionalization of Indole C-H Bonds. J Org Chem. 2018;83(10):5791-5800doi: 10.1021/acs.joc.8b00417.
Pi, J. J., Lu, X. Y., Liu, J. H., Lu, X., Xiao, B., Fu, Y., & Guimond, N. (2018). Exploration of Biaryl Carboxylic Acids as Proton Shuttles for the Selective Functionalization of Indole C-H Bonds. The Journal of organic chemistry, 83(10), 5791-5800. https://doi.org/10.1021/acs.joc.8b00417
Pi, Jing-Jing, et al. "Exploration of Biaryl Carboxylic Acids as Proton Shuttles for the Selective Functionalization of Indole C-H Bonds." The Journal of organic chemistry vol. 83,10 (2018): 5791-5800. doi: https://doi.org/10.1021/acs.joc.8b00417
Pi JJ, Lu XY, Liu JH, Lu X, Xiao B, Fu Y, Guimond N. Exploration of Biaryl Carboxylic Acids as Proton Shuttles for the Selective Functionalization of Indole C-H Bonds. J Org Chem. 2018 May 18;83(10):5791-5800. doi: 10.1021/acs.joc.8b00417. Epub 2018 Apr 26. PMID: 29664291.
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Synthetic utility of ammonium salts in a Cu-catalyzed three-component reaction as a facile coupling partner.

The Journal of organic chemistry

Kim J, Lee SY, Lee J, Do Y, Chang S.
PMID: 18956843
J Org Chem. 2008 Dec 05;73(23):9454-7. doi: 10.1021/jo802014g.

Ammonium salts were found to be a convenient and inexpensive reagent in the Cu-catalyzed three-component reaction with terminal alkynes and sulfonyl or phosphoryl azides leading to N-unprotected amidines. Thus obtained amidines bearing 2-bromobenzenesulfonyl moiety were efficiently cyclized by the...

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Kim J, Lee SY, Lee J, et al. Synthetic utility of ammonium salts in a Cu-catalyzed three-component reaction as a facile coupling partner. J Org Chem. 2008;73(23):9454-7doi: 10.1021/jo802014g.
Kim, J., Lee, S. Y., Lee, J., Do, Y., & Chang, S. (2008). Synthetic utility of ammonium salts in a Cu-catalyzed three-component reaction as a facile coupling partner. The Journal of organic chemistry, 73(23), 9454-7. https://doi.org/10.1021/jo802014g
Kim, Jinho, et al. "Synthetic utility of ammonium salts in a Cu-catalyzed three-component reaction as a facile coupling partner." The Journal of organic chemistry vol. 73,23 (2008): 9454-7. doi: https://doi.org/10.1021/jo802014g
Kim J, Lee SY, Lee J, Do Y, Chang S. Synthetic utility of ammonium salts in a Cu-catalyzed three-component reaction as a facile coupling partner. J Org Chem. 2008 Dec 05;73(23):9454-7. doi: 10.1021/jo802014g. PMID: 18956843.
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Structure-reactivity relationships in negishi cross-coupling reactions.

Chemistry (Weinheim an der Bergstrasse, Germany)

Dong ZB, Manolikakes G, Shi L, Knochel P, Mayr H.
PMID: 19904779
Chemistry. 2010 Jan 04;16(1):248-53. doi: 10.1002/chem.200902132.

Competition experiments have been performed to determine the relative reactivities of substituted bromobenzenes and of different arylzinc reagents in the [Pd(PPh(3))(4)]-catalyzed Negishi cross-coupling reaction in THF at 25 degrees C. The cross-coupling reactions are accelerated by electron acceptors in...

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Dong ZB, Manolikakes G, Shi L, et al. Structure-reactivity relationships in negishi cross-coupling reactions. Chemistry. 2010;16(1):248-53doi: 10.1002/chem.200902132.
Dong, Z. B., Manolikakes, G., Shi, L., Knochel, P., & Mayr, H. (2010). Structure-reactivity relationships in negishi cross-coupling reactions. Chemistry (Weinheim an der Bergstrasse, Germany), 16(1), 248-53. https://doi.org/10.1002/chem.200902132
Dong, Zhi-Bing, et al. "Structure-reactivity relationships in negishi cross-coupling reactions." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 16,1 (2010): 248-53. doi: https://doi.org/10.1002/chem.200902132
Dong ZB, Manolikakes G, Shi L, Knochel P, Mayr H. Structure-reactivity relationships in negishi cross-coupling reactions. Chemistry. 2010 Jan 04;16(1):248-53. doi: 10.1002/chem.200902132. PMID: 19904779.
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Domino Heck-Aza-Michael Reactions: A One-Pot, Sequential Three-Component Approach to 1,1-Dioxido-1,2-benzisothiazoline-3-acetic Acid.

European journal of organic chemistry

Rolfe A, Young K, Hanson PR.
PMID: 19603087
European J Org Chem. 2008;(31):5254-5262. doi: 10.1002/ejoc.200800651.

The development of a new method for the synthesis of 1,1-dioxido-1,2-benzisothiazoline-3-acetic acid by a domino process is reported whereby a classical Heck reaction is coupled to an intramolecular aza-Michael reaction. Ultimately, this method has been expanded to a one-pot,...

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Rolfe A, Young K, Hanson PR. Domino Heck-Aza-Michael Reactions: A One-Pot, Sequential Three-Component Approach to 1,1-Dioxido-1,2-benzisothiazoline-3-acetic Acid. European J Org Chem. 2008;(31):5254-5262doi: 10.1002/ejoc.200800651.
Rolfe, A., Young, K., & Hanson, P. R. (2008). Domino Heck-Aza-Michael Reactions: A One-Pot, Sequential Three-Component Approach to 1,1-Dioxido-1,2-benzisothiazoline-3-acetic Acid. European journal of organic chemistry, (31), 5254-5262. https://doi.org/10.1002/ejoc.200800651
Rolfe, Alan, et al. "Domino Heck-Aza-Michael Reactions: A One-Pot, Sequential Three-Component Approach to 1,1-Dioxido-1,2-benzisothiazoline-3-acetic Acid." European journal of organic chemistry vol. ,31 (2008): 5254-5262. doi: https://doi.org/10.1002/ejoc.200800651
Rolfe A, Young K, Hanson PR. Domino Heck-Aza-Michael Reactions: A One-Pot, Sequential Three-Component Approach to 1,1-Dioxido-1,2-benzisothiazoline-3-acetic Acid. European J Org Chem. 2008;(31):5254-5262. doi: 10.1002/ejoc.200800651. PMID: 19603087; PMCID: PMC2709420.
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Br···O Complexes as Probes of Factors Affecting Halogen Bonding: Interactions of Bromobenzenes and Bromopyrimidines with Acetone.

Journal of chemical theory and computation

Riley KE, Murray JS, Politzer P, Concha MC, Hobza P.
PMID: 26609829
J Chem Theory Comput. 2009 Jan 13;5(1):155-63. doi: 10.1021/ct8004134. Epub 2008 Dec 18.

Halogen bonding is a unique type of noncovalent binding phenomenon in which a halogen atom interacts attractively with an electronegative atom such as oxygen or nitrogen. These types of interactions have been the subject of many recent investigations because...

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Riley KE, Murray JS, Politzer P, et al. Br···O Complexes as Probes of Factors Affecting Halogen Bonding: Interactions of Bromobenzenes and Bromopyrimidines with Acetone. J Chem Theory Comput. 2008;5(1):155-63doi: 10.1021/ct8004134.
Riley, K. E., Murray, J. S., Politzer, P., Concha, M. C., & Hobza, P. (2009). Br···O Complexes as Probes of Factors Affecting Halogen Bonding: Interactions of Bromobenzenes and Bromopyrimidines with Acetone. Journal of chemical theory and computation, 5(1), 155-63. https://doi.org/10.1021/ct8004134
Riley, Kevin E, et al. "Br···O Complexes as Probes of Factors Affecting Halogen Bonding: Interactions of Bromobenzenes and Bromopyrimidines with Acetone." Journal of chemical theory and computation vol. 5,1 (2009): 155-63. doi: https://doi.org/10.1021/ct8004134
Riley KE, Murray JS, Politzer P, Concha MC, Hobza P. Br···O Complexes as Probes of Factors Affecting Halogen Bonding: Interactions of Bromobenzenes and Bromopyrimidines with Acetone. J Chem Theory Comput. 2009 Jan 13;5(1):155-63. doi: 10.1021/ct8004134. Epub 2008 Dec 18. PMID: 26609829.
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Copper-Catalyzed Methoxylation of Aryl Bromides with 9-BBN-OMe.

Organic letters

Wang JR, Song ZQ, Li C, Wang DH.
PMID: 34694132
Org Lett. 2021 Nov 05;23(21):8450-8454. doi: 10.1021/acs.orglett.1c03172. Epub 2021 Oct 25.

A Cu-catalyzed cross-coupling reaction between aryl bromides and 9-BBN-OMe to provide aryl methyl ethers under mild conditions is reported. The oxalamide ligand BHMPO plays a key role in the transformation. Various functional groups on bromobenzenes are well tolerated, providing...

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Wang JR, Song ZQ, Li C, et al. Copper-Catalyzed Methoxylation of Aryl Bromides with 9-BBN-OMe. Org Lett. 2021;23(21):8450-8454doi: 10.1021/acs.orglett.1c03172.
Wang, J. R., Song, Z. Q., Li, C., & Wang, D. H. (2021). Copper-Catalyzed Methoxylation of Aryl Bromides with 9-BBN-OMe. Organic letters, 23(21), 8450-8454. https://doi.org/10.1021/acs.orglett.1c03172
Wang, Jing-Ru, et al. "Copper-Catalyzed Methoxylation of Aryl Bromides with 9-BBN-OMe." Organic letters vol. 23,21 (2021): 8450-8454. doi: https://doi.org/10.1021/acs.orglett.1c03172
Wang JR, Song ZQ, Li C, Wang DH. Copper-Catalyzed Methoxylation of Aryl Bromides with 9-BBN-OMe. Org Lett. 2021 Nov 05;23(21):8450-8454. doi: 10.1021/acs.orglett.1c03172. Epub 2021 Oct 25. PMID: 34694132.
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Showing 1 to 12 of 27 entries