Phenylsulfinylselenyl chloride (PhSO<sub>2</sub>SeCl): a new reagent for the formation of C–Se and N–Se bonds. Generation and in situ Diels–Alder trapping of selenonitrosoarene intermediates (Ar–NSe)
作者:Martin R. Bryce、Antony Chesney
DOI:10.1039/c39950000195
日期:——
The novel electrophilic selenium transfer reagent phenylsulfinylselenyl chloride, PhSO2SeCl, 3 has been prepared and reacted with enolisable carbonyl compounds to yield α-selenoketones and diselenides; reaction of reagent 3 with arylamines in the presence of triethylamine and dimethylbutadiene affords 1,2-selenazine derivatives, providing the first evidence for DielsâAlder trapping of selenonitroso intermediates, ArâNSe.
制备了新型亲电硒转移试剂苯亚磺酰基氯化硒(PhSO2SeCl)3,并与可烯化的羰基化合物反应生成δ-硒酮和二硒化物;试剂 3 与芳基胺在三乙胺和二甲基丁二烯存在下反应生成 1,2-selenazine 衍生物,首次证明了硒亚硝基中间体 ArâNSe 的 DielsâAlder 陷阱。