Establishment of Broadly Applicable Reaction Conditions for the Palladium-Catalyzed Direct Arylation of Heteroatom-Containing Aromatic Compounds

被引:544
作者
Liegault, Benoit [1 ]
Lapointe, David [1 ]
Caron, Laurence [1 ]
Vlassova, Anna [1 ]
Fagnou, Keith [1 ]
机构
[1] Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem, Ottawa, ON K1N 6N5, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
C-H ARYLATION; CROSS-COUPLING REACTIONS; DIRECT C-2 ARYLATION; PROTON-ABSTRACTION MECHANISM; ARYL BOND FORMATION; PHOSPHINE-FREE; INTRAMOLECULAR ARYLATION; REGIOSELECTIVE SYNTHESIS; FREE (NH)-INDOLES; EFFICIENT ACCESS;
D O I
10.1021/jo8026565
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Conditions for the palladium-catalyzed direct arylation of a wide range of heterocycles with aryl bromides are reported. Those conditions employ a stoichiometric ratio of both coupling partners, as well as a substoichiometric quantity of pivalic acid, which results in significantly faster reactions. An evaluation of the influence of the nature of the aryl halide has also been carried out.
引用
收藏
页码:1826 / 1834
页数:9
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