One-pot synthesis of N-tert-butyl amides from alcohols, ethers and esters using ZnCl2/SiO2 as a recyclable heterogeneous catalyst

被引：48

作者：

Tamaddon, Fatemeh ^{[1
]}

Tavakoli, Fatemeh ^{[1
]}

机构：

[1] Yazd Univ, Dept Chem, Yazd 89195741, Iran

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2011年 / 337卷 / 1-2期

关键词：

Ritter reaction; Nitriles; Carbocation source; ZnCl2/SiO2; RITTER REACTION; SILICA; AMIDATION; EFFICIENT; FACILE; NITRILES;

D O I：

10.1016/j.molcata.2011.01.013

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

ZnCl2/SiO2 has been found to be an efficient and reusable catalyst for conversion of alcohols, ethers and esters to corresponding amides via the Ritter reaction in high yield. It was found that benzonitrile reacted with tert-butyl acetate faster than the other sources of tert-butyl carbocation. (C) 2011 Elsevier B.V. All rights reserved.

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收藏

页码：52 / 55

页数：4

相关论文

共 21 条

[1] Copper-Catalyzed Ritter-Type Reaction of Unactivated Alkenes with Dichloramine-T [J].

Abe, Takumi ;

Takeda, Hiroyuki ;

Miwa, Yoshihisa ;

Yamada, Koji ;

Yanada, Reiko ;

Ishikura, Minoru .

HELVETICA CHIMICA ACTA, 2010, 93 (02) :233-241

[2] FeCl3-catalyzed Ritter reaction. Synthesis of amides [J].

Anxionnat, Bruno ;

Guerinot, Amandine ;

Reymond, Sebastien ;

Cossy, Janine .

TETRAHEDRON LETTERS, 2009, 50 (26) :3470-3473

[3] o-Benzenedisulfonimide as a Reusable Bronsted Acid Catalyst for Ritter-Type Reactions [J].

Barbero, Margherita ;

Bazzi, Stefano ;

Cadamuro, Silvano ;

Dughera, Stefano .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (03) :430-436

[4] An Efficient and Scalable Ritter Reaction for the Synthesis of tert-Butyl Amides [J].

Baum, Jean C. ;

Milne, Jacqueline E. ;

Murry, Jerry A. ;

Thiel, Oliver R. .

JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (05) :2207-2209

[5] Ritter-type amidation of alkylboron derivatives with nitriles [J].

Cazorla, Clement ;

Metay, Estelle ;

Andrioletti, Bruno ;

Lemaire, Marc .

TETRAHEDRON LETTERS, 2009, 50 (49) :6855-6857

[6]

Chakraborti A.K, 2003, J CHEM SOC CHEM COMM, P1896

[7]

Clarck J.H., 1994, CATALYSIS ORGANIC RE, P126

[8] Improved Ritter reaction with CF3-containing oxirane for an access to central units of protease inhibitors [J].

Dos Santos, Mickael ;

Crousse, Benoit ;

Bonnet-Delpon, Daniele .

TETRAHEDRON LETTERS, 2009, 50 (08) :857-859

[9] Silica-supported ZnCl2 -: A highly active and reusable heterogeneous catalyst for the one-pot synthesis of dihydropyrimidinones-thiones [J].

Gupta, Raman ;

Gupta, Monika ;

Paul, Satya ;

Gupta, Rajive .

CANADIAN JOURNAL OF CHEMISTRY, 2007, 85 (03) :197-201

[10]

Jafari AA, 2009, ACTA CHIM SLOV, V56, P744