5-Membered N-heterocyclic compounds by dimethyl carbonate chemistry

被引：27

作者：

Arico, Fabio ^{[1
]}

Toniolo, Umberto ^{[1
]}

Tundo, Pietro ^{[1
]}

机构：

[1] Univ Ca Foscari Venezia, Dipartimento Sci Ambientali Informat & Stat, I-30123 Venice, Italy

来源：

GREEN CHEMISTRY | 2012年 / 14卷 / 01期

关键词：

AMINES;

D O I：

10.1039/c1gc15698e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Aliphatic and aromatic 1,4-bifunctional compounds bearing a primary alcoholic function and an amine can be efficiently cyclised with dimethyl carbonates in the presence of a base to achieve 5-membered N-heterocyclic compounds. This novel synthetic pathway is quantitative, one-pot and green as it does not involve the use of chlorine solvents or reagent.

引用

页码：58 / 61

页数：4

共 26 条

[1]

[Anonymous], 2010, HDB HETEROCYCLIC CHE

[2]

[Anonymous], 2007, Asahi Kasei Chemicals Corporation Patent, Patent No. [WO2007/34669A1, 200734669]

[3]

Bevinakatti H. S., 2009, International Patent PCT, Patent No. [GB2008/ 050567, 2008050567]

[4] Dimethyl carbonate in the supercages of NaY zeolite: The role of local fields in promoting methylation and carboxymethylation activity [J].

Bonino, F ;

Damin, A ;

Bordiga, S ;

Selva, M ;

Tundo, P ;

Zecchina, A .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (30) :4774-4777

[5]

Budavari S., 1989, MERCK INDEX, VEleventh

[6] The Pummerer reaction: Methodology and strategy for the synthesis of heterocyclic compounds [J].

Bur, SK ;

Padwa, A .

CHEMICAL REVIEWS, 2004, 104 (05) :2401-2432

[7] More Sustainable Approaches for the Synthesis of N-Based Heterocycles [J].

Candeias, Nuno R. ;

Branco, Luis C. ;

Gois, Pedro M. P. ;

Afonso, Carlos A. M. ;

Trindade, Alexandre F. .

CHEMICAL REVIEWS, 2009, 109 (06) :2703-2802

[8] Tripodal Tris-tacn and Tris-dpa Platforms for Assembling Phosphate-Templated Trimetallic Centers [J].

Cao, Rui ;

Mueller, Peter ;

Lippard, Stephen J. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (49) :17366-17369

[9]

Cotarca L., 2003, Phosgenations - A Handbook

[10] Ru/C catalyzed cyclization of linear α,ω-diamines to cyclic amines in water [J].

Gadda, Thomas M. ;

Yu, Xiao-Yan ;

Miyazawa, Akira .

TETRAHEDRON, 2010, 66 (06) :1249-1253

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