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Synthesis of Alkynylated Selenophenes by Site‐Selective Sonogashira Reactions of Tetrabromoselenophene
Author(s) -
Ehlers Peter,
Dang Tung T.,
Patonay Tamás,
Villinger Alexander,
Langer Peter
Publication year - 2013
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.201201440
Subject(s) - sonogashira coupling , chemistry , aryl , alkyl , combinatorial chemistry , suzuki reaction , organic chemistry , palladium , catalysis
Mono‐, di‐, and tetraalkynylated selenophenes were prepared by site‐selective Sonogashira reactions of tetrabromoselenophene. Aryl‐, alkyl‐, and trimethylsilylacetylenes were suitable substrates for this procedure. The first attack occurred regioselectively at C‐2 and C‐5. In addition, differently diarylated dialkynylselenophenes were prepared using site‐selective Suzuki and Sonogashira reactions.