Phosphine-free thiopseudourea-Pd(II) complex catalyzed Larock heteroannulation of 2-haloamines with internal alkynes

被引:13
|
作者
Srinivas, Keesara [1 ]
Saiprathima, Parvathaneni [1 ]
Balaswamy, Kodicherla [1 ]
Rao, Mandapati Mohan [1 ]
机构
[1] Indian Inst Chem Technol, I & PC Div, Hyderabad 500607, Andhra Pradesh, India
关键词
Thiopseudourea; Larock indolization; Phosphine free; Palladium; FISCHER INDOLE SYNTHESIS; 2,3-DISUBSTITUTED INDOLES; SOLID-PHASE; PALLADIUM; REACTIVITY; INDOLIZATION; HECK;
D O I
10.1016/j.jorganchem.2013.05.049
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
We examined the Pd-catalyzed heteroannulation of 2-haloamines with internal alkynes under phosphine-free conditions. The thiopseudourea palladium(II) complex (5) found to be an efficient catalyst for the Pd induced heteroannulation. Achieved high turnover number for the heteroannulation reactions of internal alkynes with 2-iodoaniline. A variety of 2-bromoanilines and N-tosyl substituted 2-bromoanilines effectively reacted with different substituted internal alkynes to give the corresponding indoles in good to high yields (1:1 ratio of regioisomers). (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:162 / 167
页数:6
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