Issue 74, 2013

An efficient synthetic route to carbocyclic enaminonitriles via Lewis acid catalysed domino-ring-opening-cyclisation (DROC) of donor–acceptor cyclopropanes with malononitrile

Abstract

A highly efficient strategy for the synthesis of functionalised carbocyclic enaminonitriles in excellent yields has been described. The reaction utilises Yb(OTf)3 catalysed C–C bond cleavage and two simultaneous C–C bond formations of donor–acceptor (DA)-cyclopropanes with malononitrile anions in a domino fashion.

Graphical abstract: An efficient synthetic route to carbocyclic enaminonitriles via Lewis acid catalysed domino-ring-opening-cyclisation (DROC) of donor–acceptor cyclopropanes with malononitrile

Supplementary files

Article information

Article type
Communication
Submitted
17 Jun 2013
Accepted
17 Jul 2013
First published
18 Jul 2013

Chem. Commun., 2013,49, 8205-8207

An efficient synthetic route to carbocyclic enaminonitriles via Lewis acid catalysed domino-ring-opening-cyclisation (DROC) of donor–acceptor cyclopropanes with malononitrile

M. K. Ghorai, R. Talukdar and D. P. Tiwari, Chem. Commun., 2013, 49, 8205 DOI: 10.1039/C3CC44533J

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