Issue 1, 2015

Selective formation of C–N and C[double bond, length as m-dash]N bonds via C(sp3)–H activation of isochroman in the presence of DTBP

Abstract

An approach for the synthesis of isochroman derivatives via direct C(sp3)–H bond and N–H bond coupling is described. The C–N (amine or amide) and C[double bond, length as m-dash]N (imidate) products can be selectively achieved by controlling the amount of oxidants. Moreover, this metal- and base-free protocol is simple, easy-to-handle, and atom-economical which may have potential application in drug synthesis.

Graphical abstract: Selective formation of C–N and C [[double bond, length as m-dash]] N bonds via C(sp3)–H activation of isochroman in the presence of DTBP

Supplementary files

Article information

Article type
Research Article
Submitted
08 Nov 2014
Accepted
08 Dec 2014
First published
09 Dec 2014

Org. Chem. Front., 2015,2, 60-64

Author version available

Selective formation of C–N and C[double bond, length as m-dash]N bonds via C(sp3)–H activation of isochroman in the presence of DTBP

J. Feng, M. F. Lv, G. P. Lu and C. Cai, Org. Chem. Front., 2015, 2, 60 DOI: 10.1039/C4QO00293H

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