Issue 11, 2016

Pd(ii) pincer type complex catalyzed tandem C–H and N–H activation of acetanilide in aqueous media: a concise access to functionalized carbazoles in a single step

Abstract

One-pot, tandem C–H and N–H activation of acetanilides with aryl boronic acids to realize functionalized carbazoles was conveniently performed under aerobic conditions using a novel NNO pincer type Pd(II) complex [Pd(L)Cl] (where L = nicotinic acid (phenyl-pyridin-2-yl-methylene)-hydrazide or furan-2-carboxylic acid (phenyl-pyridin-2-yl-methylene)-hydrazide) as a catalyst in neat water and a very low (0.01 mol%) amount of catalyst. It is worth noting that recyclability up to six consecutive runs and column chromatography free isolation of the title heterocycles in an excellent yield are achieved.

Graphical abstract: Pd(ii) pincer type complex catalyzed tandem C–H and N–H activation of acetanilide in aqueous media: a concise access to functionalized carbazoles in a single step

Supplementary files

Article information

Article type
Paper
Submitted
09 Dec 2015
Accepted
17 Feb 2016
First published
17 Feb 2016

Green Chem., 2016,18, 3295-3301

Author version available

Pd(II) pincer type complex catalyzed tandem C–H and N–H activation of acetanilide in aqueous media: a concise access to functionalized carbazoles in a single step

V. Arumugam, W. Kaminsky and D. Nallasamy, Green Chem., 2016, 18, 3295 DOI: 10.1039/C5GC02937F

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