Additions of Aldehyde-Derived Radicals and Nucleophilic N-Alkylindoles to Styrenes by Photoredox Catalysis

被引：26
作者：
Lux, Marcel [1 ]
Klussmann, Martin [1 ]
机构：
[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
来源：
ORGANIC LETTERS | 2020年 / 22卷 / 09期
关键词：
CARBONYL ALKYL BROMIDES; HYDROGEN-ATOM TRANSFER; CONJUGATE ADDITION; METAL-FREE; INDOLES; ALKENES; CHEMISTRY; DIFUNCTIONALIZATION; 1,2-ALKYLARYLATION; FLUORESCENCE;
D O I：
10.1021/acs.orglett.0c01182
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The consecutive addition of acyl radicals and N-alkylindole nucleophiles to styrenes was established, as well as some additional radical-nucleophile combinations. Both aryl and aliphatic aldehydes give reasonable yields. The reaction proceeds best for alpha-substituted styrenes, effectively creating a quaternary all-carbon center. Some iridium-based photoredox systems are catalytically active; furthermore, a base is needed in this transformation. Radicals are formed by reductive perester cleavage and hydrogen atom transfer.
引用
收藏
页码：3697 / 3701
页数：5
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