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Title: Organocatalyzed Carbonylation of Alkyl Halides Driven by Visible Light
Abstract Herein, we describe a new strategy for the carbonylation of alkyl halides with different nucleophiles to generate valuable carbonyl derivatives under visible light irradiation. This method is mild, robust, highly selective, and proceeds under metal‐free conditions to prepare a range of structurally diverse esters and amides in good to excellent yields. In addition, we highlight the application of this activation strategy for13C isotopic incorporation. We propose that the reaction proceeds by a photoinduced reduction to afford carbon‐centered radicals from alkyl halides, which undergo subsequent single electron‐oxidation to form a carbocationic intermediate. Carbon monoxide is trapped by the carbocation to generate an acylium cation, which can be attacked by a series of nucleophiles to give a range of carbonyl products.  more » « less
Award ID(s):
2318141
PAR ID:
10631300
Author(s) / Creator(s):
; ; ; ; ;
Publisher / Repository:
Wiley
Date Published:
Journal Name:
Angewandte Chemie International Edition
Volume:
63
Issue:
50
ISSN:
1433-7851
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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