78401-46-4Relevant articles and documents
Reaction of silyldihalomethyllithiums with nitriles: Formation of α-keto acylsilanes via azirines and 1,3-rearrangement of silyl group from C to N
Yagi, Kazunari,Tsuritani, Takayuki,Takami, Kazuaki,Shinokubo, Hiroshi,Oshima, Koichiro
, p. 8618 - 8619 (2004)
A synthesis of α-keto acylsilanes, where 2-bromo-2H-azirine participates as a key intermediate, is reported. The reaction of silyldibromomethyllithium with aryl nitriles provides α-keto acylsilanes in good yields. Interestingly, silyldichloromethyllithium induces aza-1,3-Brook rearrangement of the silyl group in th reaction with nitriles. The rearrangement enables a three-component coupling reaction in a one-pot operation. Copyright