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Showing 1 to 12 of 15 entries
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[4 + 2] Cycloaddition of Vinylphosphine Oxides to α-Oxy- o-xylylene as a route to Phosphorylated Naphthyl and Biaryl Scaffolds.

The Journal of organic chemistry

Frynas S, Łastawiecka E, Kozioł AE, Flis A, Pietrusiewicz KM.
PMID: 30633521
J Org Chem. 2019 Feb 15;84(4):1818-1832. doi: 10.1021/acs.joc.8b02659. Epub 2019 Jan 25.

α-Oxy- o-xylylene, a highly reactive diene readily accessible from benzocyclobutenol, undergoes Diels-Alder reaction with vinylphosphine oxides, yielding the corresponding 2-phosphorylated 1-hydroxy-1,2,3,4-tetrahydronaphthalenes in excellent yields. Use of unsubstituted and trans-2-aryl-substituted vinylphosphine oxides leads to cycloadducts with complete regioselectivity and with...

Synthesis and structure-activity relationships for a new class of tetrahydronaphthalene amide inhibitors of Mycobacterium tuberculosis.

European journal of medicinal chemistry

Sutherland HS, Lu GL, Tong AST, Conole D, Franzblau SG, Upton AM, Lotlikar MU, Cooper CB, Palmer BD, Choi PJ, Denny WA.
PMID: 34963068
Eur J Med Chem. 2021 Dec 21;229:114059. doi: 10.1016/j.ejmech.2021.114059. Epub 2021 Dec 21.

Drug resistant tuberculsosis (TB) is global health crisis that demands novel treatment strategies. Bacterial ATP synthase inhibitors such as bedaquiline and next-generation analogues (such as TBAJ-876) have shown promising efficacy in patient populations and preclinical studies, respectively, suggesting that...

Hybrid Catalysis Enabling Room-Temperature Hydrogen Gas Release from N-Heterocycles and Tetrahydronaphthalenes.

Journal of the American Chemical Society

Kato S, Saga Y, Kojima M, Fuse H, Matsunaga S, Fukatsu A, Kondo M, Masaoka S, Kanai M.
PMID: 28139917
J Am Chem Soc. 2017 Feb 15;139(6):2204-2207. doi: 10.1021/jacs.7b00253. Epub 2017 Feb 06.

Hybrid catalyst systems to achieve acceptorless dehydrogenation of N-heterocycles and tetrahydronaphthalenes-model substrates for liquid organic hydrogen carriers-were developed. A binary hybrid catalysis comprising an acridinium photoredox catalyst and a Pd metal catalyst was effective for the dehydrogenation of N-heterocycles,...

Manganese(III)-mediated phosphinoyl radical reactions for stereoselective synthesis of phosphinoylated tetrahydronaphthalenes.

Chemical communications (Cambridge, England)

Pan XQ, Wang L, Zou JP, Zhang W.
PMID: 21633750
Chem Commun (Camb). 2011 Jul 21;47(27):7875-7. doi: 10.1039/c1cc12343b. Epub 2011 Jun 01.

Reactions of diphenylphosphinoyl radicals with 5-aryl-2-pentenoates or β-phenylethylene styrenes generate trans-substituted tetrahydronaphthalenes through a cascade reaction sequence.

Recent advances in the benzannulation of substituted 3-alkoxycarbonyl-3,5-hexadienoic acids and 3-alkoxycarbonylhex-3-en-5-ynoic acids to polysubstituted aromatics.

Chemistry (Weinheim an der Bergstrasse, Germany)

Serra S, Fuganti C, Brenna E.
PMID: 17639548
Chemistry. 2007;13(24):6782-91. doi: 10.1002/chem.200700735.

The benzannulation reactions of substituted 3-alkoxycarbonyl-3,5-hexadienoic and 3-alkoxycarbonylhex-3-en-5-ynoic acids offer a straightforward access to various polysubstituted aromatic compounds. The process is very flexible, and can be applied to the regiospecific preparation of oligoaryls, naphthalenes, ring-fused heterocycles, chiral tetrahydronaphthalenes, C-aryl-glycosides...

Synthesis and structure-activity relationships for a new class of tetrahydronaphthalene amide inhibitors of Mycobacterium tuberculosis.

European journal of medicinal chemistry

Sutherland HS, Lu GL, Tong AST, Conole D, Franzblau SG, Upton AM, Lotlikar MU, Cooper CB, Palmer BD, Choi PJ, Denny WA.
PMID: 34963068
Eur J Med Chem. 2021 Dec 21;229:114059. doi: 10.1016/j.ejmech.2021.114059. Epub 2021 Dec 21.

Drug resistant tuberculsosis (TB) is global health crisis that demands novel treatment strategies. Bacterial ATP synthase inhibitors such as bedaquiline and next-generation analogues (such as TBAJ-876) have shown promising efficacy in patient populations and preclinical studies, respectively, suggesting that...

Synthesis and structure-activity relationships for a new class of tetrahydronaphthalene amide inhibitors of Mycobacterium tuberculosis.

European journal of medicinal chemistry

Sutherland HS, Lu GL, Tong AST, Conole D, Franzblau SG, Upton AM, Lotlikar MU, Cooper CB, Palmer BD, Choi PJ, Denny WA.
PMID: 34963068
Eur J Med Chem. 2021 Dec 21;229:114059. doi: 10.1016/j.ejmech.2021.114059. Epub 2021 Dec 21.

Drug resistant tuberculsosis (TB) is global health crisis that demands novel treatment strategies. Bacterial ATP synthase inhibitors such as bedaquiline and next-generation analogues (such as TBAJ-876) have shown promising efficacy in patient populations and preclinical studies, respectively, suggesting that...

Synthesis and structure-activity relationships for a new class of tetrahydronaphthalene amide inhibitors of Mycobacterium tuberculosis.

European journal of medicinal chemistry

Sutherland HS, Lu GL, Tong AST, Conole D, Franzblau SG, Upton AM, Lotlikar MU, Cooper CB, Palmer BD, Choi PJ, Denny WA.
PMID: 34963068
Eur J Med Chem. 2021 Dec 21;229:114059. doi: 10.1016/j.ejmech.2021.114059. Epub 2021 Dec 21.

Drug resistant tuberculsosis (TB) is global health crisis that demands novel treatment strategies. Bacterial ATP synthase inhibitors such as bedaquiline and next-generation analogues (such as TBAJ-876) have shown promising efficacy in patient populations and preclinical studies, respectively, suggesting that...

Formation of aromatic rings through enamine annulation.

Organic letters

Wang C, Kohn H.
PMID: 10880223
Org Lett. 2000 Jun 15;2(12):1773-5. doi: 10.1021/ol000093p.

Condensation of pyrrolidine enamine of ketones with 1, 4-diacetoxy-2-butanone provides a new, concise synthetic route to substituted benzenes, dihydroindenes, tetrahydronaphthalenes, and di- and octahydrophenanthrenes. The reaction produced modest yields with regiocontrol of the secondary amine substituent.

Directed, DDQ-Promoted Benzylic Oxygenations of Tetrahydronaphthalenes.

The Journal of organic chemistry

Ramdayal FD, Kiemle DJ, LaLonde RT.
PMID: 11674529
J Org Chem. 1999 Jun 25;64(13):4607-4609. doi: 10.1021/jo981950u.

Positional preferences for para benzylic oxygenation of tetrahydronaphthalenes by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-aqueous dioxane were investigated by comparing the tetralone products from 6-hydroxy-7-methoxy- and 6-acetoxy-7-methoxy-1,2,3,4-tetrahydronaphthalene. The directing influence by an aromatic substituent on para benzylic oxygenation was in the order OH...

[4 + 2] cycloaromatization of 4-bis(methylthio)-3-buten-2-one with active methylene ketones: a simple and facile phenol annulation.

The Journal of organic chemistry

Barun O, Nandi S, Panda K, Ila H, Junjappa H.
PMID: 12126437
J Org Chem. 2002 Jul 26;67(15):5398-401. doi: 10.1021/jo020219r.

A new method for beta-phenol annulation involving base-induced [4C + 2C] cycloaromatization of readily available 4-bis(methylthio)-3-buten-2-one with a variety of cyclic and acyclic active methylene ketones has been reported. Appropriate choice of ketones allows synthesis of diverse frameworks such...

Synthesis and structure-activity relationships for a new class of tetrahydronaphthalene amide inhibitors of Mycobacterium tuberculosis.

European journal of medicinal chemistry

Sutherland HS, Lu GL, Tong AST, Conole D, Franzblau SG, Upton AM, Lotlikar MU, Cooper CB, Palmer BD, Choi PJ, Denny WA.
PMID: 34963068
Eur J Med Chem. 2021 Dec 21;229:114059. doi: 10.1016/j.ejmech.2021.114059. Epub 2021 Dec 21.

Drug resistant tuberculsosis (TB) is global health crisis that demands novel treatment strategies. Bacterial ATP synthase inhibitors such as bedaquiline and next-generation analogues (such as TBAJ-876) have shown promising efficacy in patient populations and preclinical studies, respectively, suggesting that...

Showing 1 to 12 of 15 entries