A Remarkable Accelerating Effect of Ag-Salt on Intramolecular Cyclization of o-(1-Alkynyl)benzenesulfonamides

Herein, we report transition metal-catalyzed intramolecular cyclization of o-(1-alkynyl)benzenesulfonamides to afford 3-substituted benzothiazines regioselectively via a C−N bond forming reaction and Cu-catalyzed sequential C−N and C−C bond formation leading to the corresponding 3,4-disubstituted de...

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Bibliographic Details
Published in:Journal of organic chemistry 2007-10, Vol.72 (22), p.8547-8550
Main Authors: Barange, Deepak Kumar, Nishad, T. C, Swamy, N. Kumara, Bandameedi, Venkanna, Kumar, Dinesh, Sreekanth, Bukkapattanam R, Vyas, K, Pal, Manojit
Format: Article
Language:English
Subjects:
Benzenesulfonamides
Chemistry
Copper - chemistry
Cyclization
Exact sciences and technology
Molecular Structure
Organic chemistry
Salts - chemistry
Silver - chemistry
Stereoisomerism
Sulfonamides - chemical synthesis
Sulfonamides - chemistry
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Summary:Herein, we report transition metal-catalyzed intramolecular cyclization of o-(1-alkynyl)benzenesulfonamides to afford 3-substituted benzothiazines regioselectively via a C−N bond forming reaction and Cu-catalyzed sequential C−N and C−C bond formation leading to the corresponding 3,4-disubstituted derivatives.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo701470h