Direct multicomponent synthesis of benzocoumarins

Author:

Bornadiego Ana1,Díaz Jesús1,Fernández Marcos Carlos1

Affiliation:

1. Laboratory of Bioorganic Chemistry & Membrane Biophysics (L.O.B.O.), School of Veterinary Sciences, University of Extremadura, Cáceres, Spain

Abstract

A straightforward and versatile protocol for the synthesis of dibenzo[b,d]pyran-6-ones from readily available 3-carbonylcoumarins is reported. Our strategy is based on a reaction cascade of successive [4+1] and [4+2] cycloadditions that occur in one single operation. This work illustrates the unprecedented use of a multicomponent reaction of isocyanides for the preparation of this biologically relevant type of compounds. Notably, in this highly convergent and atom-economic process, one new single and two new double carbon-carbon bonds are formed in a simple synthetic operation.

Funder

Junta de Extremadura and European Regional Development Fund

Publisher

PeerJ

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