151231-66-2

Upstream product

• 108586-16-9 (E)-2,4-pentadienylazide 
• 603-35-0 triphenylphosphine 

Downstream Products

• 136844-07-0 2-Ethyl-2-phenyl-3-vinyl-pent-4-enenitrile 
• 151231-83-3 2-(4-Chloro-phenyl)-N-((E)-penta-2,4-dienyl)-2-(triphenyl-λ⁵-phosphanylidene)-acetamide 
• 151231-84-4 2-(4-Fluoro-phenyl)-N-((E)-penta-2,4-dienyl)-2-(triphenyl-λ⁵-phosphanylidene)-acetamide 
• 151231-82-2 N-((E)-Penta-2,4-dienyl)-2-phenyl-2-(triphenyl-λ⁵-phosphanylidene)-acetamide 
• 136844-06-9 2,2-Diphenyl-3-vinyl-pent-4-enenitrile 

Relevant academic research and scientific papers

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 allylazides 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.