Synthesis of substituted isoquinolines utilizing palladium-catalyzed α-arylation of ketones

被引:50
作者
Donohoe, Timothy J. [1 ]
Pilgrim, Ben S. [1 ]
Jones, Geraint R. [1 ]
Bassuto, Jose A. [1 ]
机构
[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
关键词
alpha arylation; heterocycle; isoquinoline-N-oxide; one-pot; MEDIATED ELECTROPHILIC CYCLIZATION; AIR-STABLE CATALYSTS; ONE-POT SYNTHESIS; N-OXIDES; BENZODIAZEPINE-RECEPTORS; COUPLING REACTIONS; INTERNAL ALKYNES; ARYL HALIDES; INDOLES; COMPLEXES;
D O I
10.1073/pnas.1206532109
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
The utilization of sequential palladium-catalyzed alpha-arylation and cyclization reactions provides a general approach to an array of isoquinolines and their corresponding N-oxides. This methodology allows the convergent combination of readily available precursors in a regioselective manner and in excellent overall yields. This powerful route to polysubstituted isoquinolines, which is not limited to electron rich moieties, also allows rapid access to analogues of biologically active compounds.
引用
收藏
页码:11605 / 11608
页数:4
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