Please use this identifier to cite or link to this item: http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/2407
Title: The Rearrangement of Peroxides for the Construction of Fluorophoric 1,4-Benzoxazin-3-one Derivatives
Authors: CHAUDHARI, MORESHWAR B.
CHAUDHARY, ATUL
KUMAR, VISHNUPRIYA
GNANAPRAKASAM, BOOPATHY
Dept. of Chemistry
Keywords: Chemistry
TOC-MAR-2019
2019
Issue Date: Feb-2019
Publisher: American Chemical Society
Citation: Organic Letters, 21(06),1617-1621.
Abstract: 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-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.
URI: http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/2407
https://doi.org/10.1021/acs.orglett.9b00155
ISSN: 1523-7060
1523-7052
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