Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 16, Pages 7502-7511Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo501216h
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Funding
- Department of Science and Technology, New Delhi, India
- Council of Scientific and Industrial Research, New Delhi, India
- UGC
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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 finictionalization 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.
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