Reaction of allyl iminophosphoranes with ketenes and acyl chlorides: one-pot preparation of 4-pentenenitriles
摘要:
One-pot conversion of allyl azides into 4-pentenenitriles 4 is achieved by sequential treatment of allyl azides with triphenylphosphine and the corresponding ketene under mild and neutral conditions. On the other hand, allyl iminophosphoranes and related react with arylacetic acid chlorides to give unexpectedly the phosphonium salts 5 which by treatment with base and then heating lead to 4-pentenenitriles 9.
Iminophosphorane-mediated one-pot conversion of allyl azides into α-allylated nitriles by a consecutive staudinger reaction/ aza-wittig reaction/3-aza-claisen rearrangement process
One-pot conversion of allyl azides 1 into nitriles 3 under mild and neutral conditions is reported. The method involves sequential treatment of 1 with triphenylphosphine and the corresponding ketene to give 3.
Reaction of allyl iminophosphoranes with ketenes and acyl chlorides: one-pot preparation of 4-pentenenitriles
One-pot conversion of allyl azides into 4-pentenenitriles 4 is achieved by sequential treatment of allyl azides with triphenylphosphine and the corresponding ketene under mild and neutral conditions. On the other hand, allyl iminophosphoranes and related react with arylacetic acid chlorides to give unexpectedly the phosphonium salts 5 which by treatment with base and then heating lead to 4-pentenenitriles 9.