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Palladium‐Catalyzed Alkynylthiolation of Alkynes with Triisopropylsilylethynyl Sulfide
Author(s) -
Iwasaki Masayuki,
Fujino Daishi,
Wada Tatsuya,
Kondoh Azusa,
Yorimitsu Hideki,
Oshima Koichiro
Publication year - 2011
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201100643
Subject(s) - palladium , catalysis , stereoselectivity , sulfide , chemistry , silylation , solvent , thio , medicinal chemistry , combinatorial chemistry , organic chemistry
Regio‐ and stereoselective addition of a silyl‐substituted alkynyl sulfide to various terminal alkynes proceeds in the presence of a palladium catalyst to give ( Z )‐1‐thio‐1,3‐enynes, which are useful building blocks for the synthesis of polysubstituted 1,3‐enynes. Addition to internal alkynes also takes place under solvent‐free conditions (see scheme).