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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†
Vignesh Arumugam,Werner Kaminsky,Dharmaraj Nallasamy
Green Chemistry Pub Date : 02/17/2016 00:00:00 , DOI:10.1039/C5GC02937F
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
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