Facile access toN-formyl imide as anN-formylating agent for the direct synthesis ofN-formamides, benzimidazoles and quinazolinones

被引：20

作者：

Huang, Hsin-Yi ^{[1
]}

Lin, Xiu-Yi ^{[1
]}

Yen, Shih-Yao ^{[1
]}

Liang, Chien-Fu ^{[1
]}

机构：

[1] Natl Chung Hsing Univ, Dept Chem, Taichung 402, Taiwan

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2020年 / 18卷 / 29期

关键词：

ACID-CATALYZED TRANSAMIDATION; N-SUBSTITUTED FORMAMIDES; CARBON-DIOXIDE; EFFICIENT SYNTHESIS; AMINES; DERIVATIVES; CARBOXAMIDES; METHANOL; OXIDATION; CO2;

D O I：

10.1039/d0ob01080d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Formamide synthesis usingN-formyl imide with primary and secondary amines with catalytic amounts ofp-toluenesulfonic acid monohydrate (TsOH center dot H2O) is described. This reaction is performed in water without the use of surfactants. Moreover,N-formyl imide is efficiently synthesized using acylamidines with TsOH center dot H2O in water. In addition,N-formyl imide was successfully used as a carbonyl source in the synthesis of benzimidazole and quinazolinone derivatives. Notable features ofN-formylation of amines by usingN-formyl imide include operational simplicity, oxidant- and metal-free conditions, structurally diverse products, and easy applicability to gram-scale operation.

引用

页码：5726 / 5733

页数：8

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