Synthesis of Dihydrothiophenes and Thiophenes by the Strategic Use of 2‐Vinylidene‐1,3‐dithiolane as a Masked Thiolate Anion | Zendy

Fang Zhongxue | Zendy; Liao Peiqiu | Zendy; Yang Zonglian | Zendy; Wang Yeming | Zendy; Zhou Biying | Zendy; Yang Yang | Zendy; Bi Xihe | Zendy

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Synthesis of Dihydrothiophenes and Thiophenes by the Strategic Use of 2‐Vinylidene‐1,3‐dithiolane as a Masked Thiolate Anion

Author(s) -

Fang Zhongxue,

Liao Peiqiu,

Yang Zonglian,

Wang Yeming,

Zhou Biying,

Yang Yang,

Bi Xihe

Publication year - 2014

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.201301624

Subject(s) - chemistry , moiety , dithiolane , fragmentation (computing) , tandem , alkyne , sulfur , annulation , ion , combinatorial chemistry , medicinal chemistry , polymer chemistry , stereochemistry , organic chemistry , catalysis , materials science , computer science , composite material , operating system

Differently substituted 4‐(1,3‐dithiolan‐2‐ylidene)but‐1‐ynes were conveniently converted into the corresponding thiophenes and dihydrothiophenes in good to high yields under mild conditions. 1,3‐Dithiolan‐2‐ylidene acted as a masked thiolate anion and underwent tandem fragmentation and 5‐ exo ‐ dig annulation with an alkyne moiety to form the five‐membered sulfur heterocycles.

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