Palladium-catalyzed alkynylthiolation of alkynes with triisopropylsilylethynyl sulfide

Masayuki Iwasaki; Daishi Fujino; Tatsuya Wada; Azusa Kondoh; Hideki Yorimitsu; Koichiro Oshima

doi:10.1002/asia.201100643

Palladium-catalyzed alkynylthiolation of alkynes with triisopropylsilylethynyl sulfide

Masayuki Iwasaki, Daishi Fujino, Tatsuya Wada, Azusa Kondoh, Hideki Yorimitsu, Koichiro Oshima

Graduate School of Natural Science and Technology

Research output: Contribution to journal › Article › peer-review

20 Citations (Scopus)

Abstract

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).

Original language	English
Pages (from-to)	3190-3194
Number of pages	5
Journal	Chemistry - An Asian Journal
Volume	6
Issue number	12
DOIs	https://doi.org/10.1002/asia.201100643
Publication status	Published - Dec 2 2011

Keywords

addition
alkynyl sulfide
alkynylthiolation
enyne
palladium

ASJC Scopus subject areas

Biochemistry
Organic Chemistry

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10.1002/asia.201100643

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title = "Palladium-catalyzed alkynylthiolation of alkynes with triisopropylsilylethynyl sulfide",

abstract = "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).",

keywords = "addition, alkynyl sulfide, alkynylthiolation, enyne, palladium",

author = "Masayuki Iwasaki and Daishi Fujino and Tatsuya Wada and Azusa Kondoh and Hideki Yorimitsu and Koichiro Oshima",

year = "2011",

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doi = "10.1002/asia.201100643",

language = "English",

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T1 - Palladium-catalyzed alkynylthiolation of alkynes with triisopropylsilylethynyl sulfide

AU - Iwasaki, Masayuki

AU - Fujino, Daishi

AU - Wada, Tatsuya

AU - Kondoh, Azusa

AU - Yorimitsu, Hideki

AU - Oshima, Koichiro

PY - 2011/12/2

Y1 - 2011/12/2

N2 - 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).

AB - 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).

KW - addition

KW - alkynyl sulfide

KW - alkynylthiolation

KW - enyne

KW - palladium

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DO - 10.1002/asia.201100643

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SN - 1861-4728

VL - 6

SP - 3190

EP - 3194

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 12

ER -

Palladium-catalyzed alkynylthiolation of alkynes with triisopropylsilylethynyl sulfide

Abstract

Keywords

ASJC Scopus subject areas

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