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Di-tert-butyl peroxide (DTBP) promoted dehydrogenative coupling: an expedient and metal-free synthesis of oxindoles via intramolecular C(sp2)–H and C(sp3)–H bond activation†
Biplab Mondal,Brindaban Roy
RSC Advances Pub Date : 07/29/2015 00:00:00 , DOI:10.1039/C5RA09055E
Abstract

An efficient di-tert-butyl peroxide (DTBP) promoted synthesis of oxindole has been developed. This methodology involves C(sp3)–H and C(sp2)–H bond activation under metal-free conditions. This synthetic approach towards oxindole synthesis avoids bases and hazardous iodine reagents unlike other methodologies developed so far. This metal- and base-free protocol is operationally simple and ecofriendly. It provides an expedient approach to access oxindoles in moderate to very good yields in DCE at 110 °C.

Graphical abstract: Di-tert-butyl peroxide (DTBP) promoted dehydrogenative coupling: an expedient and metal-free synthesis of oxindoles via intramolecular C(sp2)–H and C(sp3)–H bond activation
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