Treatment of 1-azido-2-(2,2-dihalovinyl)arenes with a catalytic amount of Rh2(esp)2 afforded various 2,3-dihaloindoles in 51–74% yields. This reaction progressed via the intramolecular cyclization of rhodium nitrene generated in situ and the rearrangement of one halogen group. For the 2-chloro-2-iodovinyl group, the iodo group selectively rearranged to yield 2-chloro-3-iodoindoles as single isomers
用催化量的 Rh 2 (esp) 2处理 1-
叠氮基-2-(2,2-二卤
乙烯基)
芳烃,得到各种 2,3-二卤
吲哚,产率为 51-74%。该反应通过原位生成的
铑氮宾的分子内环化和一个卤素基团的重排进行。对于2-
氯-2-
碘乙烯基,
碘基选择性重排,产生单一异构体2-
氯-
3-碘吲哚。此外,1-
叠氮基-2-[(2,2-二卤代
乙烯基)(Boc)
氨基]
芳烃与催化量的Rh 2 (oct) 4反应,产生2-卤代
喹喔啉,产率为55-92%。