Issue 66, 2013

Rhodium catalyzed oxidative coupling of salicylaldehydes with diazabicyclic olefins: a one pot strategy involving aldehyde C–H cleavage and π-allyl chemistry towards the synthesis of fused ring chromanones

Abstract

An efficient one pot strategy for the synthesis of cyclopentene fused chromanone derivatives through the direct oxidative coupling of salicylaldehydes with bicyclic olefins in the presence of a rhodium–copper catalyst system is described. This is the first report on the ring opening–ring closing of bicyclic hydrazines via metal catalyzed oxidative coupling reaction.

Graphical abstract: Rhodium catalyzed oxidative coupling of salicylaldehydes with diazabicyclic olefins: a one pot strategy involving aldehyde C–H cleavage and π-allyl chemistry towards the synthesis of fused ring chromanones

Supplementary files

Article information

Article type
Communication
Submitted
10 May 2013
Accepted
18 Jun 2013
First published
18 Jun 2013

Chem. Commun., 2013,49, 7349-7351

Rhodium catalyzed oxidative coupling of salicylaldehydes with diazabicyclic olefins: a one pot strategy involving aldehyde C–H cleavage and π-allyl chemistry towards the synthesis of fused ring chromanones

E. Jijy, P. Prakash, M. Shimi, P. M. Pihko, N. Joseph and K. V. Radhakrishnan, Chem. Commun., 2013, 49, 7349 DOI: 10.1039/C3CC43485K

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