An efficient, catalyst- and solvent-free N-formylation of aromatic and aliphatic amines

被引：44

作者：

Dhake, Kishor P. ^{[1
]}

Tambade, Pawan J. ^{[1
]}

Singhal, Rekha S. ^{[2
]}

Bhanage, Bhalchandra M. ^{[1
]}

机构：

[1] Inst Chem Technol Autonomous, Dept Chem, Bombay 400019, Maharashtra, India

[2] Inst Chem Technol Autonomous, Dept Food Engn & Technol, Bombay 400019, Maharashtra, India

来源：

GREEN CHEMISTRY LETTERS AND REVIEWS | 2011年 / 4卷 / 02期

关键词：

N-formylation; amines; solvent-free; catalyst-free; SECONDARY-AMINES; ACID-ESTERS; DERIVATIVES; FACILE; FORMATE;

D O I：

10.1080/17518253.2010.524168

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple, efficient, and cost-effective procedure for the synthesis of formamides under catalyst- and solvent-free conditions at 60 degrees C using formic acid/ethyl formate as a formylating agent has been developed. The protocol is applicable to a wide variety of aromatic and aliphatic amines providing moderate to excellent yield of desired products.

引用

页码：151 / 157

页数：7

共 30 条

[1] FORMYLATION OF AMINES WITH CHLORAL AND REDUCTION OF THE N-FORMYL DERIVATIVES WITH LITHIUM ALUMINUM HYDRIDE [J].

BLICKE, FF ;

LU, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (15) :3933-3934

[2] A very simple and highly efficient procedure for N-formylation of primary and secondary amines at room temperature under solvent-free conditions [J].

Brahmachari, Goutam ;

Laskar, Sujay .

TETRAHEDRON LETTERS, 2010, 51 (17) :2319-2322

[3] A new facile method for the synthesis of 1-arylimidazole-5-carboxylates [J].

Chen, BC ;

Bednarz, MS ;

Zhao, RL ;

Sundeen, JE ;

Chen, P ;

Shen, ZQ ;

Skoumbourdis, AP ;

Barrish, JC .

TETRAHEDRON LETTERS, 2000, 41 (29) :5453-5456

[4]

CHEN FMF, 1979, SYNTHESIS-STUTTGART, P709

[5] A remarkably simple N-formylation of anilines using polyethylene glycol [J].

Das, Biswanath ;

Krishnaiah, Maddeboina ;

Balasubramanyam, P. ;

Veeranjaneyulu, Boyapati ;

Kumar, D. Nandan .

TETRAHEDRON LETTERS, 2008, 49 (14) :2225-2227

[6] Catalytic reaction of methyl formate with amines to formamides [J].

Deutsch, Jens ;

Eckelt, Reinhard ;

Koeckritz, Angela ;

Martin, Andreas .

TETRAHEDRON, 2009, 65 (50) :10365-10369

[7] VILSMEIER FORMYLATION AND GLYOXYLATION REACTIONS OF NUCLEOPHILIC AROMATIC-COMPOUNDS USING PYROPHOSPHORYL CHLORIDE [J].

DOWNIE, IM ;

EARLE, MJ ;

HEANEY, H ;

SHUHAIBAR, KF .

TETRAHEDRON, 1993, 49 (19) :4015-4034

[8]

Duezek W., 1996, SYNTHESIS-STUTTGART, P37

[9]

FADOUA B, 2009, SYNTHESIS-STUTTGART, V5, P755

[10] ZnO as a new catalyst for N-formylation of amines under solvent-free conditions [J].

Hosseini-Sarvari, Mona ;

Sharghi, Hashem .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (17) :6652-6654

← 1 2 3 →