135145-08-3Relevant academic research and scientific papers
The Reaction of Thioimides with Phosphorus Ylides
Bishop, John E.,O'Connell, John F.,Rapoport, Henry
, p. 5079 - 5091 (2007/10/02)
The reaction of a series of thioimides with phosphorus ylides, in a manner analogous to the Wittig reaction, has been examined.The resulting reaction products represent potentially valuable intermediates in tetrapyrrole pigment synthesis.In addition to the desired thio-Wittig-type coupling reaction, the presence of two competing reaction pathways, S-alkylation and oxidation/reduction, has been observed with certain substrates.These empirical observations have been correlated to theoretical data, derived from MNDO and ab initio calculations, which delineate the structu re-reactivity relationships governing product distribution from the various reaction pathways.A detailed analysis is presented of the mechanism of the thio-Wittig coupling reaction and the competitive S-alkylation reaction.
