A cyclic aza-ylide that was generated from 5- or 6-membered cyclic amino phosphonium salts 1a,b was reacted with alpha-chlorovinyl sulfone 3 in the presence of sodium hydride to give adducts 4a,b via the Michael addition followed by dehydrochlorination. The structure and formation pathways are discussed.
Synthesis and Aza-Wittig reactions of Cyclic Amino-phosphonium Salts
Reactions of 2-aminophosphonium salts with methyliodide in the presence of sodium hexamethyldisilazide(NaHMDS) gave N-methylated phosphonium salts which reacted benzaldehyde and isocyanates in the presence of NaHMDS to give omega-N-methyl-aminoalkenes and omega-N-phosphinoylamide.