X-Ray Characterization of an Electron Donor-Acceptor Complex that Drives the Photochemical Alkylation of Indoles

被引：187
作者：
Kandukuri, Sandeep R. [2 ]
Bahamonde, Ana [2 ]
Chatterjee, Indranil [2 ]
Jurberg, Igor D. [2 ]
Escudero-Adan, Eduardo C. [2 ]
Melchiorre, Paolo [1 ,2 ]
机构：
[1] ICREA, Barcelona 08010, Spain
[2] ICIQ Inst Chem Res Catalonia, Tarragona 43007, Spain
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 05期
基金：
欧洲研究理事会;
关键词：
alkylation; indoles; photochemistry; radicals; synthetic methods; CHARGE-TRANSFER EXCITATION; ALPHA-ALKYLATION; ORGANOCATALYSIS; PHOTOCATALYSIS; BENZENE; BROMINE; PAIRS; VAN;
D O I：
10.1002/anie.201409529
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A metal-free, photochemical strategy for the direct alkylation of indoles was developed. The reaction, which occurs at ambient temperature, is driven by the photochemical activity of electron donor-acceptor (EDA) complexes, generated upon association of substituted 1H-indoles with electron-accepting benzyl and phenacyl bromides. Significant mechanistic insights are provided by the X-ray single-crystal analysis of an EDA complex relevant to the photoalkylation and the determination of the quantum yield (Phi) of the process.
引用
收藏
页码：1485 / 1489
页数：5
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