Preparation of esters and amides from carboxylic acids and N-formylation of amines promoted by 1,3,5-triazo-2,4,6-triphosphorine-2,2,4,4,6,6-hexachloride (TAPC)

被引：27
作者：
Bahrami, Kiumars [1 ,2 ]
Khodaei, Mohammad M. [1 ]
Targhan, Homa [1 ]
Arabi, Mehdi Sheikh [1 ]
机构：
[1] Razi Univ, Dept Organ Chem, Fac Chem, Kermanshah 6714967346, Iran
[2] Razi Univ, NNRC, Kermanshah 6714967346, Iran
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 37期
关键词：
Organic esters; Carboxamides; N-formylation; Grinding technique; Carboxylic acids; Protection of functional groups; ROOM-TEMPERATURE; EFFICIENT PROCEDURE; SECONDARY-AMINES; USEFUL REAGENT; FACILE METHOD; FORMIC-ACID; CATALYST; MILD; DERIVATIVES; AMIDATION;
D O I：
10.1016/j.tetlet.2013.07.033
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new method is described for the preparation of esters and amides promoted by TAPC from carboxylic acids using a solvent-free grinding technique. The solvent-free N-formylation of amines is also reported. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5064 / 5068
页数：5
相关论文
共 59 条
[1]   Silica supported perchloric acid catalyzed rapid N-formylation under solvent-free conditions [J].
Ansari, Mohd Imran ;
Hussain, Mohd Kamil ;
Yadav, Nisha ;
Gupta, Puneet K. ;
Hajela, K. .
TETRAHEDRON LETTERS, 2012, 53 (16) :2063-2065
[2]   Supported p-Toluenesulfonic Acid as a Highly Robust and Eco-Friendly Isocyanide Scavenger [J].
Azuaje, Jhonny ;
Coelho, Alberto ;
El Maatougui, Abdelaziz ;
Manuel Blanco, Jose ;
Sotelo, Eddy .
ACS COMBINATORIAL SCIENCE, 2011, 13 (01) :89-95
[3]   Mild and highly efficient method for the synthesis of 2-arylbenzimidazoles and 2-arylbenzothiazoles [J].
Bahrami, Kiumars ;
Khodaei, M. Mehdi ;
Naali, Fardin .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (17) :6835-6837
[4]   TAPC-Promoted Synthesis of Sulfonyl Chlorides from Sulfonic Acids [J].
Bahrami, Kiumars .
SYNLETT, 2011, (18) :2671-2674
[5]   TAPC-Catalyzed Synthesis of Thioethers from Thiols and Alcohols [J].
Bahrami, Kiumars ;
Khodaei, Mohammad Mehdi ;
Khodadoustan, Nayere .
SYNLETT, 2011, (15) :2206-2210
[6]   TAPC-Promoted Oxidation of Sulfides and Deoxygenation of Sulfoxides [J].
Bahrami, Kiumars ;
Khodaei, Mohammad M. ;
Arabi, Mehdi Sheikh .
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (18) :6208-6213
[7]   H2O2/SOCl2: a useful reagent system for the conversion of thiocarbonyls to carbonyl compounds [J].
Bahrami, Kiumars ;
Khodaei, Mohammad M. ;
Farrokhi, Azita .
TETRAHEDRON, 2009, 65 (36) :7658-7661
[8]   H2O2/Fe(NO3)3-Promoted Synthesis of 2-Arylbenzimidazoles and 2-Arylbenzothiazoles [J].
Bahrami, Kiumars ;
Khodaei, Mohammad Mehdi ;
Naali, Fardin .
SYNLETT, 2009, (04) :569-572
[9]   REACTION OF 1,1-DINITROETHANE WITH ITS SALTS [J].
BELEW, JS ;
GRABIEL, CE ;
CLAPP, LB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (05) :1110-1114
[10]   Amberlite IR-120: A Reusable Catalyst for N-Formylation of Amines with Formic Acid Using Microwaves [J].
Bhojegowd, Madhusudana Reddy Mvthukur ;
Nizam, Aatika ;
Pasha, Mohamed Afzal .
CHINESE JOURNAL OF CATALYSIS, 2010, 31 (05) :518-520
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