Journal
ORGANIC LETTERS
Volume 21, Issue 6, Pages 1617-1621Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00155
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Funding
- DST-SERB, India [EMR/2014/000700]
- Council of Scientific and Industrial Research, India [02(0296/17/EMR-II)]
- IISER-Pune
- SERB-India
- CSIR-India
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An unprecedented skeletal rearrangement of 3-(tert-butylperoxy)indolin-2-one using a tin catalyst has been developed. This rearrangement is highly selective to afford a series of fluorophoric (Z)-2-arylidene and alkylidene-2H-benzo[b][1,4]oxazin-3(4H)-one derivatives in good to excellent yield. In contrast with Sn(OTf)(2), the reaction of 3-(tert-butylperoxy)indolin-2-one derivatives with FeCl3 afforded the Hock fragmentation product via C-C bond cleavage.
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