Solvent‐free Thia‐Michael Addition Reactions Using 3‐[Bis(alkylthio)methylene]pentane‐2,4‐diones as Efficient and Odorless Thiol Equivalents | Zendy

LIN Chun | Zendy; ZHAO XiaoLiang | Zendy; OUYANG Yan | Zendy; YU HaiFeng | Zendy; DONG DeWen | Zendy

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Solvent‐free Thia‐Michael Addition Reactions Using 3‐[Bis(alkylthio)methylene]pentane‐2,4‐diones as Efficient and Odorless Thiol Equivalents

Author(s) -

LIN Chun,

ZHAO XiaoLiang,

OUYANG Yan,

YU HaiFeng,

DONG DeWen

Publication year - 2008

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.200890260

Subject(s) - chemistry , methylene , michael reaction , thiol , pentane , organic chemistry , solvent , conjugate , medicinal chemistry , catalysis , mathematical analysis , mathematics

3‐[Bis(alkylthio)methylene]pentane‐2,4‐diones ( 1a and 1b ) have been investigated as nonthiolic and odorless thiol equivalents for thia‐Michael addition reactions under solvent‐free conditions. Promoted by HCl (aq.), the cleavage of compounds 1 took place, and the in‐situ generated thiols underwent facile conjugate addition to α ? β ‐unsaturated carbonyl compounds 2 affording the corresponding ‐keto sulfides 3 in high yields.

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