Photocatalytic Synthesis of β‐Keto Primary Chlorides by Selective Chlorocarbonylation of Olefins

Author:

Khatua Bitasik1,Ghosh Anjulika1,Ray Anuj Kumar1ORCID,Banerjee Nayan1ORCID,Dey Jayanta1ORCID,Paul Ankan1,Guin Joyram1ORCID

Affiliation:

1. School of Chemical Sciences Indian Association for the Cultivation of Science 2 A & 2B Raja S. C. Mullick Road, Jadavpur Kolkata 700032 India

Abstract

AbstractFunctionalized primary alkyl chlorides are precursors to a plethora of scaffolds but their access from chemical feedstocks remains challenging. Herein, we report a concise dual Ni/photoredox catalytic protocol for regioselective chlorocarbonylation of unactivated alkenes that enables rapid access to β‐keto primary chlorides. The catalytic process features an extensive substrate scope, scalability and functional group tolerance. The Ni/photocatalytic Cl⋅ generation and subsequent cross‐coupling is implicated for the process based on the control experiments and DFT study. The synthetic utility of the protocol has been further corroborated through functionalization of complex substrates and modifications of the product.

Publisher

Wiley

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