Journal
ORGANIC LETTERS
Volume 5, Issue 11, Pages 1841-1844Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol034320+
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The side product from homocoupling reaction of two terminal acetylenes in the Sonogashira reaction can be reduced to about 2% using an atmosphere of hydrogen gas diluted with nitrogen or argon. Terminal arylethynes, diarylethynes, and a few new arylpyridylethynes with donor substituents have been synthesized in very good yields. Comparative control experiments suggest that the homocoupling yield is determined by concentration of both catalyst and oxygen.
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