A Tandem Approach to Functionalized Carbazoles from Indoles via Two Successive Regioselective Oxidative Heck Reactions Followed by Thermal Electrocyclization

被引：92
作者：
Laha, Joydey K. [1 ]
Dayal, Neetu [1 ]
机构：
[1] Natl Inst Pharmaceut Educ & Res, Dept Pharmaceut Technol Proc Chem, Sas Nagar 160062, Punjab, India
来源：
ORGANIC LETTERS | 2015年 / 17卷 / 19期
关键词：
AMINO-ALPHA-CARBOLINES; C-H FUNCTIONALIZATION; AROMATIC-SUBSTITUTION; C(SP(2))-H BONDS; CARBAZOMYCIN-G; ALKENYLATION; PALLADIUM(II); ALKALOIDS; AMINATION; ARYLATION;
D O I：
10.1021/acs.orglett.5b02265
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A direct one-pot approach to the synthesis of carbazoles (mono-, di-, and trisubstituted) and alpha-carbolines from readily available indoles or 7-azaindoles and alkenes is described. Based on mechanistic studies, the tandem reaction follows the sequence: palladium-catalyzed regioselective C-3 alkenylation/palladium-catalyzed C-2 alkenylation/thermal electrocyclization.
引用
收藏
页码：4742 / 4745
页数：4
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