Regiodivergent Approach to α-
and β-(Arylthio)alkenylphosphane Oxides and Sulfides: Aminophosphanes
as Synthetic Auxiliaries
作者:Mateo Alajarín、Carmen López-Leonardo、Rosalía Raja
DOI:10.1055/s-0028-1087416
日期:——
β-(Arylthio)ethenylphosphane oxides and sulfides are easily prepared by nucleophilic addition of thiophenols to the CºC bond of the respective P,P-diphenyl-P-phenylethynyl P(V) derivatives. The regioisomeric α-(arylthio) analogues can be also prepared, starting from the same activated alkynes, by sequential nucleophilic addition of aminophosphanes and thiophenols. In these latter cases, aminophosphanes, which are recovered at the end of the processes, act just as synthetic auxiliaries for modulating the regiochemical outcome of the global thiophenol addition.
β-(芳硫基)乙烯基膦氧化物和硫化物可以通过硫酚对各自P,P-二苯基-P-苯乙炔基P(V)衍生物的C≡C键进行亲核加成而容易地制备。同样从这些活化的炔烃出发,通过氨基膦和硫酚的连续亲核加成,也可以制备区域异构的α-(芳硫基)类似物。在这些情况下,氨基膦在过程结束时被回收,仅作为调节整体硫酚加成区域化学结果的合成辅助剂。