Cascade Palladium-Catalyzed Direct Intramolecular Arylation/Alkene Isomerization Sequences: Synthesis of Indoles and Benzofurans

被引:43
作者
Yagoubi, Myriam [1 ]
Cruz, Ana C. F. [1 ]
Nichols, Paula L. [2 ]
Elliott, Richard L. [2 ]
Willis, Michael C. [1 ]
机构
[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
[2] GlaxoSmithKline, Harlow CM19 5AW, Essex, England
基金
英国工程与自然科学研究理事会;
关键词
benzofurans; direct arylation reactions; heterocycles; indoles; palladium; PROTON-ABSTRACTION MECHANISM; CROSS-COUPLING REACTIONS; ONE-POT SYNTHESIS; C-H ACTIVATION; BOND FORMATION; SUBSTITUTED CARBAZOLES; CONSECUTIVE AMINATION; ARYL CHLORIDES; DIBENZOFURANS; HETEROARENES;
D O I
10.1002/anie.201004097
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
One route, two cycles: A palladium-catalyzed intramolecular direct arylation reaction combined with an isomerization step provided a straightforward synthetic route to both indoles and benzofurans (see scheme). Isolation and functionalization of intermediate alkene isomers allowed the formation of variants having substituents remote from the core. © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:7958 / 7962
页数:5
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