Issue 36, 2013
From the journal:

Organic & Biomolecular Chemistry

DDQ-promoted direct transformation of benzyl hydrocarbons to amidesvia tandem reaction of the CDC reaction and Beckmann rearrangement†

Jun Qiua  and  Ronghua Zhang*a  

* Corresponding authors

a Department of Chemistry, Tongji University, Shanghai 200092, P. R. China
E-mail: rhzhang@tongji.edu.cn

Abstract

An atom-efficient and transition metal-free approach to amides from the corresponding benzyl hydrocarbons through C–H and C–C bond cleavage has been developed. Mechanistic studies have shown that a DDQ-promoted cross-dehydrogenative coupling (CDC) reaction with subsequent oxidation and rearrangement are involved in this transformation.

Graphical abstract: DDQ-promoted direct transformation of benzyl hydrocarbons to amides via tandem reaction of the CDC reaction and Beckmann rearrangement

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Article information

DOI
https://doi.org/10.1039/C3OB41218K
Article type
Communication
Submitted
12 Jun 2013
Accepted
24 Jul 2013
First published
24 Jul 2013

Org. Biomol. Chem., 2013,11, 6008-6012

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DDQ-promoted direct transformation of benzyl hydrocarbons to amides via tandem reaction of the CDC reaction and Beckmann rearrangement

J. Qiu and R. Zhang, Org. Biomol. Chem., 2013, 11, 6008 DOI: 10.1039/C3OB41218K

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