Intramolecular Construction of Trifluoromethyl Group by the Palladium-Catalyzed Alkylation of 2,3,3-Trifluoroallylic Carbonates with Indoles

被引：15

作者：

Hanakawa, Taisyun ^{[1
]}

Isa, Kazuki ^{[1
]}

Isobe, Shin-ichi ^{[1
]}

Hoshino, Yuji ^{[1
]}

Zhou, Biao ^{[1
]}

Kawatsura, Motoi ^{[1
]}

机构：

[1] Nihon Univ, Coll Humanities & Sci, Dept Chem, Setagaya Ku, Tokyo 1568550, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 04期

基金：

日本学术振兴会;

关键词：

1,3-DISUBSTITUTED ALLYLIC ESTERS; REGIOSELECTIVE SYNTHESIS; MEDICINAL CHEMISTRY; NUCLEOPHILIC-ATTACK; FLUORINE; AMINATION; ACETATES; CYCLOPROPANATION; PHARMACEUTICALS; DERIVATIVES;

D O I：

10.1021/acs.joc.6b03085

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed alkylation reaction of 2,3,3-trifluoroallylic carbonates with indoles afforded a trifluoromethyl group possessing 3-substituted indole derivatives. The reaction proceeded via attack of the C-3 carbon of the indoles onto the C-2 position of the allylic moiety and intramolecular construction of the trifluoromethyl group by the intramolecular fluorine atom shift from the C-2 position to the C-3 position of the allyl unit.

引用

页码：2281 / 2287

页数：7

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