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Title: Photoinduced Copper‐Catalyzed Coupling of Terminal Alkynes and Alkyl Iodides
Abstract

We have developed a photoinduced copper‐catalyzed alkylation of terminal alkynes with primary, secondary, or tertiary alkyl iodides as electrophiles. The reaction has a broad substrate scope and can be successfully performed in the presence of ester, nitrile, aryl halide, ketone, sulfonamide, epoxide, alcohol, and amide functional groups. The alkylation is promoted by blue light (λ≈450 nm) and proceeds at room temperature in the absence of any additional metal catalysts. The use of a terpyridine ligand is essential for the success of the reaction and is shown to prevent photoinduced copper‐catalyzed polymerization of the starting materials.

 
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NSF-PAR ID:
10056545
Author(s) / Creator(s):
 ;  ;  ;  
Publisher / Repository:
Wiley Blackwell (John Wiley & Sons)
Date Published:
Journal Name:
Angewandte Chemie International Edition
Volume:
57
Issue:
19
ISSN:
1433-7851
Page Range / eLocation ID:
p. 5492-5496
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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