Rhodium(III)-catalyzed oxidative mono- and di-olefination of isonicotinamides

被引：48

作者：

Wei, Xiaohong ^{[1
,2
]}

Wang, Feng ^{[1
]}

Song, Guoyong ^{[1
]}

Du, Zhengyin ^{[2
]}

Li, Xingwei ^{[1
]}

机构：

[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

[2] NW Normal Univ, Coll Chem & Chem Engn, Lanzhou 730070, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 29期

关键词：

C-H BOND; STEREOSELECTIVE-SYNTHESIS; INTERNAL ALKYNES; ACID DERIVATIVES; BENZOIC-ACIDS; ACTIVATION; ALKENES; ARYLATION; CLEAVAGE; COUPLING/CYCLIZATION;

D O I：

10.1039/c2ob25773d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[RhCp*Cl-2](2) can catalyze the oxidative coupling of secondary isonicotinamides with activated olefins using Cu(OAc)(2) as an oxidant. The selectivity can be controlled by the solvent. In MeCN, the mono-olefination and two-fold oxidation reaction is the major pathway, while in THF this reaction gave mostly diolefination products. In both cases, the coupled products contain an exocyclic C=C bond.

引用

页码：5521 / 5524

页数：4

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