Well-Defined NNS-Mn Complex Catalyzed Selective Synthesis of C-3 Alkylated Indoles and Bisindolylmethanes Using Alcohols

被引:36
|
作者
Mondal, Avijit [1 ]
Sharma, Rahul [1 ]
Dutta, Bishal [1 ]
Pal, Debjyoti [1 ]
Srimani, Dipankar [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, Kamrup 781039, Assam, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 06期
关键词
C-H; ROOM-TEMPERATURE; BENZYL ALCOHOLS; FUNCTIONALIZATION; ALKALOIDS; EFFICIENT; DEHYDROGENATION; C3-BENZYLATION; HYDROGENATION; METHODOLOGIES;
D O I
10.1021/acs.joc.1c02702
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we demonstrated Mn-catalyzed selective C-3 functionalization of indoles with alcohols. The developed catalyst can also furnish bis(indolyl)methanes from the same set of substrates under slightly modified reaction conditions. Mechanistic studies reveal that the C-3 functionalization of indoles is going via a borrowing hydrogen pathway. To highlight the practical utility, a diverse range of substrates including nine structurally important drug molecules are synthesized. Furthermore, we also introduced a one-pot cascade strategy for synthesizing C-3 functionalized indoles directly from 2 amino-phenyl ethanol and alcohol.
引用
收藏
页码:3989 / 4000
页数:12
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