Issue 65, 2017

A one-pot tandem chemoselective allylation/cross-coupling via temperature control of a multi-nucleophile/electrophile system

Abstract

A chemoselective tandem reaction of a multi-reactive, two electrophile + two nucleophile, system is reported. An allylation/cross-coupling process of a haloaryl aldehyde, an aryl BPin, and an allyl BPin can be controlled using a temperature gradient to overcome natural reactivity profiles and allow two sequential chemoselective C–C bond formations without intervention. This process offers efficient access to an array of functionalised products including pharmaceutical and natural product scaffolds.

Graphical abstract: A one-pot tandem chemoselective allylation/cross-coupling via temperature control of a multi-nucleophile/electrophile system

Supplementary files

Article information

Article type
Communication
Submitted
13 Jul 2017
Accepted
26 Jul 2017
First published
26 Jul 2017

Chem. Commun., 2017,53, 9139-9142

A one-pot tandem chemoselective allylation/cross-coupling via temperature control of a multi-nucleophile/electrophile system

C. Xu, J. W. B. Fyfe, C. P. Seath, S. H. Bennett and A. J. B. Watson, Chem. Commun., 2017, 53, 9139 DOI: 10.1039/C7CC05416E

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