Issue 40, 2015

Pd/mannose promoted tandem cross coupling-nitro reduction: expedient synthesis of aminobiphenyls and aminostilbenes

Abstract

The dual role of D-mannose as a ligand for Pd catalyzed cross-coupling, and as a hydrogen source for nitro reduction is demonstrated in a modular cross coupling-nitro reduction sequence. The synthetic utility and generality of this green protocol has been illustrated by the synthesis of 20 aminobiphenyl and 10 aminostilbene derivatives in high yields through a one-pot Suzuki coupling-nitro reduction and a Heck coupling-nitro reduction, respectively, starting from halonitroarenes as substrates.

Graphical abstract: Pd/mannose promoted tandem cross coupling-nitro reduction: expedient synthesis of aminobiphenyls and aminostilbenes

Supplementary files

Article information

Article type
Paper
Submitted
09 Mar 2015
Accepted
25 Mar 2015
First published
25 Mar 2015

RSC Adv., 2015,5, 31311-31317

Pd/mannose promoted tandem cross coupling-nitro reduction: expedient synthesis of aminobiphenyls and aminostilbenes

S. Rohilla, P. Pant and N. Jain, RSC Adv., 2015, 5, 31311 DOI: 10.1039/C5RA04129E

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