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Substitution Reactions of Sulchemfonylated Sulfolenes with the Carbanion of Dimethyl Malonate
Author(s) -
Chou TaShue,
Yang TengKuci,
Ko ChungWen
Publication year - 1992
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199200029
Subject(s) - chemistry , carbanion , dimethyl malonate , malonate , medicinal chemistry , alkyl , diethyl malonate , alkylation , organic chemistry , catalysis , enantioselective synthesis
The reactions of 4‐alkyl‐4‐(phenylsulfonyl)‐2‐sulfolenes with excess carbanion of dimethyl malonate in refluxing THF have been studied. The substitution reaction takes place at the 3‐position via an addition‐elimination process so that 3,4‐disubstituted 2‐sulfolenes are obtained. These products are isomerized to the corresponding3‐sulfolenes under basic conditions.