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Phosphane‐Free Copper‐Catalyzed Decarboxylative Coupling of Alkynyl Carboxylic Acids with Aryl Halides under Aerobic Conditions
Author(s) -
Pan Delin,
Zhang Chun,
Ding Shengtao,
Jiao Ning
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100659
Subject(s) - chemistry , aryl , catalysis , decarboxylation , halide , ligand (biochemistry) , copper , nitro , carboxylic acid , medicinal chemistry , organic chemistry , coupling reaction , combinatorial chemistry , polymer chemistry , biochemistry , alkyl , receptor
A phosphane‐free copper‐catalyzed decarboxylative cross‐coupling reaction of alkynyl carboxylic acids with aryl halides was developed. CuBr (1–5 mol‐%) was used as a catalyst in the presence of a β‐diketone ligand in air. The reactions of aryl iodides were conducted in the absence of a Pd catalyst. The ligand plays a key role in this kind of copper catalysis. NaNO 2 was disclosed to efficiently improve this kind of decarboxylative cross‐coupling when a nitro group was not present in the substrates.