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Issue 66, 2013
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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

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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

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Publication details

The article was received on 10 May 2013, accepted on 18 Jun 2013 and first published on 18 Jun 2013


Article type: Communication
DOI: 10.1039/C3CC43485K
Chem. Commun., 2013,49, 7349-7351

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    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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