Iron-catalyzed indirect hydration of alkynes in presence of methanesulfonic acid

TETRAHEDRON LETTERS

卷:54

Article

Park, Jungmin¹  Yeon, Jihee¹  Lee, Phil Ho²  Lee, Kooyeon^1,3 

[1] Kangwon Natl Univ, Dept Biohlth Technol, Chunchon 200701, South Korea

[2] Kangwon Natl Univ, Dept Chem, Chunchon 200701, South Korea

[3] Kangwon Natl Univ, Inst Biosci & Biotechnol, Chunchon 200701, South Korea

关键词: Iron;    Hydration;    Alkynes;    Ketones;    Catalysis;   

DOI  :  10.1016/j.tetlet.2013.06.015

来源: Elsevier

【 摘 要 】

We have demonstrated that the FeCl2 center dot 4H(2)O and methanesulfonic acid systems show high reaction efficiency for the indirect hydration of various alkynes in DCE. The reaction proceeds under mild conditions to produce various ketones from alkynes. A mechanistic study of the reaction intermediates showed that the alkyne was readily converted into vinyl sulfonate corresponding to the addition of MsOH to the C-C triple bonds, which in turn was transformed to the ketone in the presence of MsOH. (C) 2013 Elsevier Ltd. All rights reserved.

【 授权许可】

Free