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Mn(OAc)(3)-promoted sulfur-directed addition of an active methylene compound to alkenes
Date
2012-07-22
Author
DELIOMEROGLU, Murat K.
Dengiz, Çağatay
CALISKAN, Rasit
BALCI, METİN
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Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
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Various alkenes substituted at the 1,2-positions by phenyl, thiophene and furan rings were reacted with 3-(4-methoxyphenyl)-3-oxopropanenitrile in the presence of Mn(OAc)(3)center dot 2H(2)O. The exact structure and configuration of the dihydrofuran derivatives formed were determined. In all cases only one regioisomer was formed. The observed regioselectivity was explained on the basis of the formation of a complex between Mn(OAc)(3), alkene, and 3-(4-methoxyphenyl)-3-oxopropanenitrile, which directs the mode of the addition to the double bond.
Subject Keywords
Manganese(III) acetate
,
Cyclization
,
Dihydrofuran
,
Thiophene
,
Furan
URI
https://hdl.handle.net/11511/39168
Journal
TETRAHEDRON
DOI
https://doi.org/10.1016/j.tet.2012.05.003
Collections
Department of Chemistry, Article