61173-97-5Relevant academic research and scientific papers
Phenylthioallyl and Phenylthiovinyl Phosphine Oxides: Synthesis of 1-Phenylthiobutadienes and a Three-component Synthesis of Ketones
Grayson, J. Ian,Warren, Stuart,Zaslona, Alex T.
, p. 967 - 976 (2007/10/02)
The functionalisation of some substituted allyl and vinyl diphenylphosphine oxides is explored and routes to substituted γ-phenylthioallyl and γ-phenylthiovinyl phosphine oxides are described.These reagents are used in the synthesis of the title compounds.
A THREE COMPONENT KETONE SYNTHESIS FROM A PHENYLTHIOVINYLPHOSPHINE OXIDE
Warren, Stuart,Zaslona, Alex T.
, p. 4167 - 4170 (2007/10/02)
The anion formed by addition of an alkyl-lithium to the vinyl phosphine oxide (4) reacts with aldehydes to give vinyl sulphides, easily hydrolysed to ketones.
Acyl anion equivalents: Synthesis of ketones and enones from α-phenylthioalkylphosphine oxides
Grayson, J. Ian,Warren, Stuart
, p. 2263 - 2272 (2007/10/05)
The sulphenylated phosphine oxides Ph2P(O)·CH(SR2R1, easily prepared from triphenylphosphine, diphenyl or dimethyl disulphide, and an alkyl halide, form anions which act as acyl anion equivalents. Reaction with aldehydes and ketones gives vinyl sulphides, which can be hydrolysed to carbonyl compounds. Reaction with α-phenylthio-and α-methoxy-aldehydes and ketones gives enone precursors. The scope and limitations of the method are described.
