Sonogashira Coupling Reaction with Diminished Homocoupling | Zendy

Arumugasamy Elangovan | Zendy; YuHsiang Wang | Zendy; TongIng Ho | Zendy

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Sonogashira Coupling Reaction with Diminished Homocoupling

Author(s) -

Arumugasamy Elangovan,

YuHsiang Wang,

TongIng Ho

Publication year - 2003

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol034320+

Subject(s) - sonogashira coupling , chemistry , yield (engineering) , catalysis , coupling reaction , nitrogen , argon , hydrogen , combinatorial chemistry , oxygen , reaction conditions , photochemistry , medicinal chemistry , organic chemistry , palladium , materials science , metallurgy

[reaction: see text] 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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