Issue 85, 2015

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

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

Supplementary files

Article information

Article type
Paper
Submitted
15 May 2015
Accepted
29 Jul 2015
First published
29 Jul 2015

RSC Adv., 2015,5, 69119-69123

Author version available

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

B. Mondal and B. Roy, RSC Adv., 2015, 5, 69119 DOI: 10.1039/C5RA09055E

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