91787-30-3Relevant academic research and scientific papers
Integrated Chemical Process: One-Pot Double Elimination Method for Acetylenes
Orita, Akihiro,Yoshioka, Naonori,Struwe, Petra,Braier, Arnold,Beckmann, Anke,Otera, Junzo
, p. 1355 - 1363 (2007/10/03)
A novel one-pot process for synthesis of acetylenes has been achieved in which the following series of steps are integrated: addition of an α-anion of sulfone to aldehyde; trapping of the resulting adduct to incorporate a leaving group, and double elimination of this intermediate. Consolidation of Peterson elimination renders the process much simpler. This method provides a convenient and high-yielding access to a variety of enynes and polyynes as well as to functionally substituted aryl acetylenes containing halogen(s) or acetal groups, which are useful building blocks for aryl acetylene scaffolds. Iteration of the one-pot generation of acetylenic bonds provides a new metodology for the buildup of aryl acetylene skeletons.
Integrated chemical process. One-pot preparation of acetylenes by Peterson-sulfone elimination
Orita, Akihiro,Yoshioka, Naonori,Otera, Junzo
, p. 1023 - 1024 (2007/10/03)
Integration of silylation of α-sulfonyl carbanion, addition of the anion of the resulting α-silyl sulfone to aldehyde, Peterson elimination, and sulfone elimination leads to one-pot synthesis of acetylenes.
Synthesis of Alkenes via Peterson Reaction
Ager, David J.
, p. 183 - 194 (2007/10/02)
The α-phenylthiosilanes (2) have been used to prepare the α-silyl anions (1) by reaction with lithium naphthalenide; subsequent condensation with a carbonyl compound gave the alkene (8) via the Peterson reaction.The α-phenylthiosilanes (2) were prepared from n,n-bis(phenylthio)acetals (4) by reaction with lithium naphthalenide and chlorotrimethylsilane.The n,n-bis(phenylthio)acetals (4) were obtained, in turn, from 1,1-bis(phenylthio)acetals (5) by anion formation with butyl-lithium-N,N,N',N'-tetramethylethylenediamine complex in hexane followed by reaction with an alkyl halide.The Peterson reaction was also used to prepare vinyl sulphides (9) and vinyl sulphones (13).
Reactions of α-Silylsulphones
Ager, David J.
, p. 486 - 488 (2007/10/02)
α-Silylsulphones have been utilised to prepare vinylsulphones via the Peterson reaction and ketones by alkylation, reduction, and sila-Pummerer rearrangement.
