钪催化硫醇与γ-羟基内酰胺的亲核反应

Scandium-Catalyzed Nucleophilic Reaction of γ-Hydroxy Lactams with Thiols

以γ-羟基内酰胺和硫醇为原料,1,2-二氯乙烷为溶剂,在三氟甲烷磺酸钪促催化下生成亚胺离子,而后与硫醇发生亲核反应构建3-硫醚基异吲哚啉酮类化合物,该反应在80℃条件下搅拌5 h即可完成,产率85%~92%。该反应底物适用范围广,对于不同的γ-羟基内酰胺类化合物以及不同的伯硫醇和仲硫醇,反应均可以顺利得到相应的产物。

An effcient Sc(OTf);-promoted nucleophilic reaction of acyliminium ions with γ-hydroxy lactams and thiols for the synthesis of 3-sulfenylated isoindolinones was developed. The reaction can be achieved at 80 ℃ for 5 h and the yield was 85%~92%. The transformation proceeds with both γ-hydroxy lactams and thiols in excellent group tolerability.