Issue 9, 2022

Cobalt-catalyzed highly diastereoselective [3 + 2] carboannulation reactions: facile access to substituted indane derivatives

Abstract

Efficient oxidative [3 + 2] annulation reaction involving aryl hydrazones and heterobicyclic alkenes has been realized with inexpensive and earth-abundant cobalt salts under aerobic conditions. The reaction proceeds via directing-group-assisted C–H activation and exo-selective migratory insertion, followed by the intramolecular nucleophilic attack of the alkylcobalt(III) species onto the imine with high anti-diastereoselectivity to provide complex indane derivatives. The generation of three contiguous stereogenic centers within the indanyl unit and the avoidance of the use of stoichiometric amounts of metal oxidants make this transformation more valuable and appealing.

Graphical abstract: Cobalt-catalyzed highly diastereoselective [3 + 2] carboannulation reactions: facile access to substituted indane derivatives

Supplementary files

Article information

Article type
Communication
Submitted
17 sep 2021
Accepted
20 dec 2021
First published
20 dec 2021

Chem. Commun., 2022,58, 1386-1389

Cobalt-catalyzed highly diastereoselective [3 + 2] carboannulation reactions: facile access to substituted indane derivatives

A. Dey, A. Singh and C. M. R. Volla, Chem. Commun., 2022, 58, 1386 DOI: 10.1039/D1CC05245D

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