The Journal of organic chemistry

Parallel synthesis of a library of benzoxazoles and benzothiazoles using ligand-accelerated copper-catalyzed cyclizations of ortho-halobenzanilides

G Evindar, RA Batey

Index: Evindar, Ghotas; Batey, Robert A. Journal of Organic Chemistry, 2006 , vol. 71, # 5 p. 1802 - 1808

Full Text: HTML

Citation Number: 396

Abstract

A general method for the formation of benzoxazoles via a copper-catalyzed cyclization of ortho-haloanilides is reported. This approach complements the more commonly used strategies for benzoxazole formation which require 2-aminophenols as substrates. The reaction involves an intramolecular CO cross-coupling of the ortho-haloanilides and is believed to proceed via an oxidative insertion/reductive elimination pathway through a Cu ...

Related Articles:

A green route for the synthesis of 2-substituted benzoxazole derivatives catalyzed by Al 3+-exchanged K10 clay

[Suresh, Dhanusu; Dhakshinamoorthy, Amarajothi; Pitchumani, Kasi Tetrahedron Letters, 2013 , vol. 54, # 48 p. 6415 - 6419]

Poly (ethylene glycol)-bound sulphonic acid as a novel catalyst for synthesis of benzoxazoles

[Chikhale, Rupesh V.; Pant, Amit M.; Menghani, Sunil S.; Wadibhasme, Pankaj G.; Khedekar, Pramod B. South African Journal of Chemistry, 2013 , vol. 66, p. 254 - 262]

Copper-catalyzed synthesis of benzoxazoles via a regioselective C− H functionalization/C− O bond formation under an air atmosphere

[Ueda, Satoshi; Nagasawa, Hideko Journal of Organic Chemistry, 2009 , vol. 74, # 11 p. 4272 - 4277]

Direct arylation of benzoxazole C–H bonds with iodobenzene diacetates

[Yu, Peng; Zhang, Guangyou; Chen, Fan; Cheng, Jiang Tetrahedron Letters, 2012 , vol. 53, # 34 p. 4588 - 4590]

A highly efficient palladium-catalyzed desulfitative arylation of azoles with sodium arylsulfinates

[Wang, Min; Li, Dengke; Zhou, Wei; Wang, Lei Tetrahedron, 2012 , vol. 68, # 7 p. 1926 - 1930]

More Articles...