当前位置: X-MOL 学术Adv. Synth. Catal. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Triflic Acid as an Efficient Brønsted Acid Promoter for the Umpolung of N-Ac Indoles in Hydroarylation Reactions
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2017-11-17 03:00:50 , DOI: 10.1002/adsc.201701074
Raj Kumar Nandi 1 , Alejandro Perez-Luna 2 , Didier Gori 1 , Rodolphe Beaud 1 , Régis Guillot 1 , Cyrille Kouklovsky 1 , Vincent Gandon 1, 3 , Guillaume Vincent 1
Affiliation  

We report that triflic acid, a strong Brønsted acid, is a very powerful alternative to FeCl3 to mediate the hydroarylation of N−Ac indoles, which delivers regioselectively 3-arylindolines, 3,3-spiroindolines or 2-arylindolines. Mechanistic explorations point towards the existence of a highly electrophilic intermediate by simultaneous activation of the acetyl and of the C2=C3 bond by protons.

中文翻译:

三氟甲磺酸作为一种有效的布朗斯台德酸促进剂,用于加氢芳基化反应中N-Ac吲哚的压载

我们报告说,三氟甲磺酸,一种强的布朗斯台德酸,是FeCl 3的非常有力的替代品,可介导N-Ac吲哚的氢芳基化反应,后者可选择性地提供3-芳基吲哚啉,3,3-螺基吲哚啉或2-芳基吲哚啉。机理探索指出通过质子同时激活乙酰基和C2 = C3键,存在高度亲电的中间体。
更新日期:2017-11-17
down
wechat
bug