Studies on NaI/DMSO inducedretro-Michael addition (RMA) reactions on some 1,5-dicarbonyl compounds

Autor: S. Jothilingam, H. Surya Prakash Rao
Rok vydání: 2005
Předmět:
Zdroj: Journal of Chemical Sciences. 117:27-32
ISSN: 0973-7103
0253-4134
Popis: Studies on the reaction of some 1,5-ketodiesters/1,5-diketones with NaX (X = Cl/Br/I)/DMSO have shown that under microwave/thermal conditions, facileretro-Michael addition (RMA) reaction takes place instead of formation of the expected Krapcho products. Mechanistic studies have shown that the NaI/DMSO system is a better system than NaCl/DMSO or NaBr/DMSO to promote the RMA pathway and DMSO is an essential requirement. The electrophilic halide ion could be involved in this fragmentation reaction.
Databáze: OpenAIRE