作者:Prasath Kothandaraman、Bing Qin Koh、Taweetham Limpanuparb、Hajime Hirao、Philip Wai Hong Chan
DOI:10.1002/chem.201202606
日期:2013.2.4
on NIS (N‐iodosuccinimide)‐mediated cycloisomerization reactions of 1‐(2′‐anilinyl)prop‐2‐yn‐1‐ols to gem‐3‐(diiodomethyl)indolin‐2‐ones and 2‐(iodomethylene)indolin‐3‐ones has been developed. The reactions were shown to be chemoselective, with secondary and tertiary alcoholic substrates exclusively giving the 3‐ and 2‐oxindole products, respectively. In the case of the latter, the transformation features
依赖于NIS(A合成方法Ñ碘代丁二酰亚胺)丙-2-炔-1-醇向1-(2'-苯胺基) -介导的反应环异构宝石-3-(二碘甲基)二氢吲哚-2-酮和2- (碘亚甲基)吲哚-3-酮已被开发出来。反应被证明是化学选择性的,仲和叔醇底物分别专门提供3-和2-氧吲哚产物。对于后者,该转换具有前所未有的双重1,2-OH和1,2-烷基迁移中继。基于拟议的碘氨基环化物质的密度泛函理论(DFT)计算提供了对产物选择性这一独特差异的见解。