Issue 97, 2016

Copper-catalyzed cascade annulation between α-bromocarbonyls and biaryl or (Z)-arylvinylacetylenes enabling a direct synthesis of dibenzocycloheptanes and related compounds

Abstract

Copper-catalyzed cascade annulation of γ,δ-unsaturated α-bromocarbonyls with biaryl or (Z)-arylvinylacetylenes is presented, giving an expeditious access to dibenzocycloheptanes and related compounds in moderate to high yields. It provides a novel method for the one-pot synthesis of cycloheptane and cycloheptene-fused polycyclic scaffolds featuring a rare 7-endo-trig radical cyclization.

Graphical abstract: Copper-catalyzed cascade annulation between α-bromocarbonyls and biaryl or (Z)-arylvinylacetylenes enabling a direct synthesis of dibenzocycloheptanes and related compounds

Supplementary files

Article information

Article type
Communication
Submitted
23 Sep 2016
Accepted
07 Nov 2016
First published
07 Nov 2016

Chem. Commun., 2016,52, 13971-13974

Copper-catalyzed cascade annulation between α-bromocarbonyls and biaryl or (Z)-arylvinylacetylenes enabling a direct synthesis of dibenzocycloheptanes and related compounds

D. Lu, Y. Wan, L. Kong and G. Zhu, Chem. Commun., 2016, 52, 13971 DOI: 10.1039/C6CC07727G

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