Issue 73, 2021

Annulative Morita–Baylis–Hillman reaction to synthesise chiral dibenzocycloheptanes

Abstract

We describe the first metal-free and organocatalytic strategy to access highly functionalised dibenzocycloheptanes via a phosphine-promoted annulative Morita–Baylis–Hillman (MBH) reaction. The method is manipulated to access to chiral dibenzocycloheptanes as well. This work represents a rare entry for the construction of seven-membered carbocycles via the MBH route. The realisation of several bioactive molecules possessing the dibenzocycloheptane core makes this an attractive strategy.

Graphical abstract: Annulative Morita–Baylis–Hillman reaction to synthesise chiral dibenzocycloheptanes

Supplementary files

Article information

Article type
Communication
Submitted
26 Maijs 2021
Accepted
13 Aug. 2021
First published
14 Aug. 2021

Chem. Commun., 2021,57, 9260-9263

Annulative Morita–Baylis–Hillman reaction to synthesise chiral dibenzocycloheptanes

A. Mondal, Shivangi, P. Tung, S. V. Wagulde and S. S. V. Ramasastry, Chem. Commun., 2021, 57, 9260 DOI: 10.1039/D1CC02765D

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