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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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

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Citation Formats

M. K. DELIOMEROGLU, Ç. Dengiz, R. CALISKAN, and M. BALCI, “Mn(OAc)(3)-promoted sulfur-directed addition of an active methylene compound to alkenes,” TETRAHEDRON, pp. 5838–5844, 2012, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/39168.