Organocatalytic syntheses of benzoxazoles and benzothiazoles using aryl iodide and oxone via C–H functionalization and C–O/S bond formation

Alla, Santhosh Kumar ; Sadhu, Pradeep ; Punniyamurthy, Tharmalingam (2014) Organocatalytic syntheses of benzoxazoles and benzothiazoles using aryl iodide and oxone via C–H functionalization and C–O/S bond formation The Journal of Organic Chemistry, 79 (16). pp. 7502-7511. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo501216h

Related URL: http://dx.doi.org/10.1021/jo501216h

Abstract

An organocatalytic protocol for the syntheses of 2-substituted benzoxazoles and benzothiazoles is described from alkyl-/arylanilides and alkyl-/arylthioanilides using 1-iodo-4-nitrobenzene as catalyst and oxone as an inexpensive and environmentally safe terminal oxidant at room temperature in air via oxidative C–H functionalization and C–O/S bond formation. The procedure is simple and general and provides an effective route for the construction of functionalized 2-alkyl-/arylbenzoxazoles and 2-alkyl-/arylbenzothiazoles with moderate to high yields. The synthetic and mechanistic aspects have been described.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:106677
Deposited On:22 Jun 2017 10:11
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