Appel Reaction of Carboxylic Acids with Tribromoisocyanuric Acid/Triphenylphosphine: a Mild and Acid-Free Preparation of Esters and Amides

被引：9

作者：

Sindra, Haryadylla da Cunha ^{[1
]}

de Mattos, Marcio C. S. ^{[1
]}

机构：

[1] Univ Fed Rio de Janeiro, Dept Quim Organ, Inst Quim, CP 68545, BR-21945970 Rio De Janeiro, RJ, Brazil

来源：

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY | 2016年 / 27卷 / 06期

关键词：

amides; esters; tribromoisocyanuric acid; acylation; triphenylphosphine; TRICHLOROISOCYANURIC ACID; REGIOSELECTIVE COIODINATION; TRIIODOISOCYANURIC ACID; FREE ESTERIFICATION; ALCOHOLS; REAGENT; TRIPHENYLPHOSPHINE; CONVERSION; CHLORIDES; BROMIDES;

D O I：

10.5935/0103-5053.20160006

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A facile and efficient method for esterification and amidation of carboxylic acids under neutral conditions has been developed. Esters and amides can be prepared by reacting a carboxylic acid (1 mmol) with tribromoisocyanuric acid (0.37 mmol) and triphenylphosphine (1 mmol) in dichloromethane at room temperature, followed by addition of an alcohol or an amine, respectively.

引用

页码：1129 / 1136

页数：8

共 50 条

[31] MILD TRANSFORMATION OF TELLURO AND SELENO ESTERS INTO CARBOXYLIC-ACID AND ESTERS
DABDOUB, MJ
VIANA, LH
SYNTHETIC COMMUNICATIONS, 1992, 22 (11) : 1619 - 1625
[32] Acid-free preparation of natural rubber/clay nanocomposites
Säurefreie Herstellung von Nanocomposites aus NR und Kaolin
2016, Dr. Gupta Verlag (69):
[33] REACTION OF ESTERS AND MIXED ANHYDRIDES OF GLYCOLPHOSPHOROUS ACIDS WITH ALPHA-KETO CARBOXYLIC-ACID ESTERS
KONOVALOVA, IV
OFITSEROVA, EK
PUDOVIK, AN
ZHURNAL OBSHCHEI KHIMII, 1976, 46 (01): : 30 - 33
[34] THE REACTION OF 2-KETO-CARBOXYLIC ACIDS AND ESTERS WITH AROMATIC COMPOUNDS IN SULPHURIC ACID
PATAI, S
DAYAGI, S
JOURNAL OF THE CHEMICAL SOCIETY, 1958, (SEP): : 3058 - 3061
[35] AMIDES AND ESTERS OF BENZO[B]THIOPHENE-2-CARBOXYLIC ACID
CAMPAIGN.E
BOSIN, T
JOURNAL OF MEDICINAL CHEMISTRY, 1967, 10 (05) : 945 - &
[36] Catalytic Hydrogenation of Carboxylic Acid Esters, Amides, and Nitriles with Homogeneous Catalysts
Werkmeister, Svenja
Junge, Kathrin
Beller, Matthias
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2014, 18 (02) : 289 - 302
[37] AMIDATION OF CARBOXYLIC-ACIDS BY PHOSPHORIC ACID-AMIDES
MARCHENKO, AP
PINCHUK, AM
FESHCHEN.NG
ZHURNAL OBSHCHEI KHIMII, 1974, 44 (01): : 67 - 69
[38] REACTION OF CARBOXYLIC-ACID ESTERS WITH PARA-TOLUENESULFONIC ACID
NITTA, Y
ARAKAWA, Y
CHEMICAL & PHARMACEUTICAL BULLETIN, 1985, 33 (04) : 1380 - 1386
[39] ESTERS AND AMIDES FROM AZIRIDINE 2-CARBOXYLIC ACID SALTS
LAMBERT, C
VIEHE, HG
TETRAHEDRON LETTERS, 1985, 26 (37) : 4439 - 4442
[40] Ammonolysis of carboxylic esters catalyzed by lipases - Synthesis of fatty acid amides
De Zoete, MC
Kock-Van Dalen, AC
Van Rantwijk, F
Sheldon, RA
ENZYME ENGINEERING XIII, 1996, 799 : 346 - 350

← 1 2 3 4 5 →