Synthesis of indoles from aroyloxycarbamates with alkynes via decarboxylation/cyclization

被引:0
|
作者
Ma, Nuannuan [1 ]
Li, Peihe [1 ]
Wang, Zheng [1 ]
Dai, Qipu [1 ]
Hu, Changwen [1 ]
机构
[1] Beijing Inst Technol, Sch Chem & Chem Engn, Beijing Key Lab Photoelect Electrophoton, Key Lab Cluster Sci,Minist Educ, Beijing 100081, Peoples R China
基金
中国国家自然科学基金;
关键词
NONREARRANGED MONOTERPENOID UNIT; INTERNAL ALKYNES; ONE-POT; 2,3-DISUBSTITUTED INDOLES; ALKALOIDS; 2-ETHYNYLANILINES; FUNCTIONALIZATION; CYCLIZATION; ANNULATION; HETEROANNULATION;
D O I
10.1039/c8ob00086g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient Pd-catalyzed decarboxylation/cyclization of aroyloxycarbamates to realize substituted indoles has been disclosed. Terminal alkynes as the coupling partners lead to site specific 2-substituted indoles through two pathways, while internal alkynes with aroyloxycarbamates can be transformed to 2,3-disubstituted indoles directly. This protocol is further demonstrated by the efficient synthesis of indoles as well as the success of employing inexpensive aryl acids as starting materials to construct C-N bonds by releasing CO2.
引用
收藏
页码:2421 / 2426
页数:6
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