A Very Simple, Highly Efficient and Catalyst-free Procedure for the N-Formylation of Amines Using Triethyl orthoformate in Water Under Ultrasound-irradiation

被引:27
作者
Habibi, Davood [1 ]
Sahebekhtiari, Hesam [1 ]
Nasrollahzadeh, Mahmoud [1 ]
Taghipour, Ahmad [1 ]
机构
[1] Bu Ali Univ Iran, Fac Chem, Dept Organ Chem, Hamadan 6517838683, Iran
关键词
Amines; Aqueous medium; Catalyst-free; N-formylation; Triethyl orthoformate; Ultrasound irradiation; REUSABLE HETEROGENEOUS CATALYST; CONVENIENT SYNTHESIS; SECONDARY-AMINES; MILD CONDITIONS; FACILE METHOD; ARYLAMINOTETRAZOLES; DIMETHYLFORMAMIDE; DERIVATIVES; ALCOHOLS; CHLORIDE;
D O I
10.2174/1570178611310030012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Formylation of amines has efficiently been carried out in excellent yields by treatment of amines with triethyl orthoformate in water under ultrasound irradiation. The process is remarkably simple and environmentally benign.
引用
收藏
页码:209 / 212
页数:4
相关论文
共 38 条
[2]  
[Anonymous], 2005, ALDRICH ADV SCI, P1030
[3]   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
[4]   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
[5]   Efficient One-Pot Synthesis of Novell Spirooxindole Derivatives via Three-Component Reaction in Aqueous Medium [J].
Chen, Hui ;
Shi, Daqing .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2010, 12 (04) :571-576
[6]  
Claisen L., 1895, LIEBIGS ANN CHEM, V287, P363
[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]  
Duczek W, 1996, SYNTHESIS-STUTTGART, P37
[9]   THE TEMPERATURE OF CAVITATION [J].
FLINT, EB ;
SUSLICK, KS .
SCIENCE, 1991, 253 (5026) :1397-1399
[10]   Ultrasound-Promoted Regioselective Synthesis of 1-Aryl-5-amino-1H-tetrazoles [J].
Habibi, Davood ;
Nasrollahzadeh, Mahmoud ;
Sahebekhtiari, Hesam ;
Sajadi, S. Mohammad .
SYNLETT, 2012, (19) :2795-2798