Triphosgene and Triphenylphosphine Oxide-Mediated Cascade Heterocyclization of N-Acylated Anilines: One-Pot Synthesis of 2,4-Dichloroquinolines

被引：2

作者：

Feng, Daming ^{[1
]}

Xu, Changlin ^{[1
]}

Wang, Wenhao ^{[1
]}

Zhan, Haoming ^{[1
]}

Ge, Chunhua ^{[1
]}

Huang, Peng ^{[1
,2
]}

机构：

[1] Liaoning Univ, Coll Chem, Shenyang 110036, Liaoning, Peoples R China

[2] Liaoning Univ, Judicial Authenticat & Forens Sci Inst, Shenyang 110036, Liaoning, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 20期

关键词：

BIS(TRICHLOROMETHYL) CARBONATE; CATALYTIC AMOUNT; CHLORINATION; CYCLIZATION; QUINOLINE; HALOGENATION; ISOCYANIDES; DERIVATIVES; ANNULATION; SOLVENT;

D O I：

10.1021/acs.joc.3c01617

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot cascade chlorination/heterocyclization strategy has been developed for the synthesis of 2,4-dichloro-substituted quinolines from acylated anilines using triphosgene and triphenylphosphine oxide. Obviating the conventional harsh conditions of chlorination, synthetic useful quinolines with moderate to good yields were obtained through this reaction. The mechanism study exhibited that the formation of a beta-enamine intermediate plays a vital role in the generation of the final product.

引用

页码：14610 / 14618

页数：9

共 36 条

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