Novel Reaction Course of Thiiranes to Vinyloxiranes: Reaction of Benzyne with Thiiranes and Aldehydes
作者:Kentaro Okuma、Yuxuan Qu、Noriyoshi Nagahora
DOI:10.3987/com-21-14465
日期:——
Reaction of 2 molar amount of 2-(trimethylsilyl)phenyl triflate with thiiranes and aldehydes in the presence of CsF afforded vinyloxiranes in one-pot operation. Reaction of benzyne with thiiranes gave the corresponding alkenyl phenyl sulfides, which further reacted with another molar of benzyne to afford sulfonium ylide intermediates. Further treatment of aldehydes gave the corresponding vinyloxiranes
In the presence of solid KOH, allyldi-isobutyltelluroniumbromide 2 reacts directly with aromatic aldehydes at room temperature under solid–liquid phase-transfer conditions to afford α,β-unsaturatedepoxides 3 in excellent yields.