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Copper/Silver‐Mediated Direct ortho ‐Ethynylation of Unactivated (Hetero)aryl CH Bonds with Terminal Alkyne
Author(s) -
Liu YueJin,
Liu YanHua,
Yin XueSong,
Gu WenJia,
Shi BingFeng
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201405594
Subject(s) - alkyne , aryl , copper , chemistry , combinatorial chemistry , catalysis , functional group , scope (computer science) , substrate (aquarium) , surface modification , metal , organic chemistry , computer science , alkyl , oceanography , programming language , geology , polymer
A copper/silver‐mediated oxidative ortho ‐ethynylation of unactivated aryl CH bonds with terminal alkyne has been developed. The reaction uses the removable PIP directing group and features broad substrate scope, high functional‐group tolerance, and compatibility with a wide range of heterocycles, providing an efficient synthesis of aryl alkynes. This procedure highlights the potential of copper catalysts to promote unique, synthetically enabling CH functionalization reactions that lie outside of the current scope of precious metal catalysis.