One-pot access to tetrahydrobenzo[c]carbazoles from simple ketones by using O2 as an oxidant

被引:7
|
作者
Saha, Shuvendu [1 ]
Maji, Modhu Sudan [1 ]
机构
[1] Indian Inst Technol Kharagpur, Dept Chem, Kharagpur 721302, W Bengal, India
关键词
N BOND FORMATION; SUBSTITUTED CARBAZOLES; HIGHLY EFFICIENT; DERIVATIVES; ANNULATION; INDOLES; ROUTE; FUNCTIONALIZATION; 2-ALKENYLINDOLES; CONSTRUCTION;
D O I
10.1039/c9ob02751c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An effective and operationally simple one-pot Bronsted acid catalyzed cascade method is demonstrated for the synthesis of diversely functionalized carbazole frameworks starting from protecting group free 2-alkenyl indoles. The employment of easily available unactivated ketones as annulating partners, mostly unexplored for the synthesis of carbazoles, is the major highlight of this protocol. This protocol is step- and atom-economical, uses molecular oxygen as the green oxidant, and gives water as the only by-product and is amenable to different functional groups. Moreover, gram-scale synthesis and downstream modification of the obtained products demonstrate the synthetic applicability of this protocol.
引用
收藏
页码:1765 / 1768
页数:4
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