RhIII-Catalyzed CF3-Carbenoid C-7 Functionalization of Indolines

被引：29
|
作者：
Iagafarova, Irina E. [1 ]
Vorobyeva, Daria V. [1 ]
Loginov, Dmitry A. [1 ]
Peregudov, Alexander S. [1 ]
Osipov, Sergey N. [1 ]
机构：
[1] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Vavilov Str 28, Moscow, Russia
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 04期
关键词：
Nitrogen heterocycles; Diazo compounds; Carbenoids; C-H functionalization; Fluorine; Indoles; H BOND ACTIVATION; AMINO-ACID-DERIVATIVES; IN-SITU GENERATION; FLUORINE; ALKENYLATION; ALKYLATION; ACYLATION; INDOLES; ACCESS; ARENES;
D O I：
10.1002/ejoc.201601400
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient method for the CF3-carbenoid C-7 functionalization of N-pyrimidylindolines has been developed. This protocol uses readily available methyl 3,3,3-trifluoro-2-diazopropionate as a cross-coupling partner and smoothly proceeds under chelation-controlled Rh-III catalysis. The reactions provide the indoline products with high regioselectivity within a few hours and allow for the introduction of both the CF3 and carboxylate functions at the C-7 position.
引用
收藏
页码：840 / 845
页数：6
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