Room temperature ionic liquid promoted synthesis of 1,5-benzodiazepine derivatives under ambient conditions

被引：188

作者：

Jarikote, DV ^{[1
]}

Siddiqui, SA ^{[1
]}

Rajagopal, R ^{[1
]}

Daniel, T ^{[1
]}

Lahoti, RJ ^{[1
]}

Srinivasan, KV ^{[1
]}

机构：

[1] Natl Chem Lab, Div Organ Chem Technol, Pune 411008, Maharashtra, India

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 09期

关键词：

benzodiazepines; ionic liquid; o-phenylenediamines; green solvent;

D O I：

10.1016/S0040-4039(03)00096-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of o-phenylenediamines with both acyclic and cyclic ketones in the ionic liquid 1,3-di-n-butylimidazolium bromide afforded 1,5-benzodiazepines in excellent isolated yields in the absence of a catalyst at ambient temperature. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：1835 / 1838

页数：4

共 32 条

[1] A STABLE CRYSTALLINE CARBENE [J].

ARDUENGO, AJ ;

HARLOW, RL ;

KLINE, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) :361-363

[2] ELECTRONIC STABILIZATION OF NUCLEOPHILIC CARBENES [J].

ARDUENGO, AJ ;

DIAS, HVR ;

HARLOW, RL ;

KLINE, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) :5530-5534

[3] EVIDENCE FOR HYDROGEN-BONDING IN SOLUTIONS OF 1-ETHYL-3-METHYLIMIDAZOLIUM HALIDES, AND ITS IMPLICATIONS FOR ROOM-TEMPERATURE HALOGENOALUMINATE(III) IONIC LIQUIDS [J].

AVENT, AG ;

CHALONER, PA ;

DAY, MP ;

SEDDON, KR ;

WELTON, T .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1994, (23) :3405-3413

[4] A simple and new method for the synthesis of 1,5-benzodiazepine derivatives on a solid surface [J].

Balakrishna, MS ;

Kaboudin, B .

TETRAHEDRON LETTERS, 2001, 42 (06) :1127-1129

[5] Ytterbium triflate promoted synthesis of 1,5-benzodiazepine derivatives [J].

Curini, M ;

Epifano, F ;

Marcotullio, MC ;

Rosati, O .

TETRAHEDRON LETTERS, 2001, 42 (18) :3193-3195

[6]

DEBAUN JR, Patent No. 3978277

[7] Ultrasound promoted C-C bond formation: Heck reaction at ambient conditions in room temperature ionic liquids [J].

Deshmukh, RR ;

Rajagopal, R ;

Srinivasan, KV .

CHEMICAL COMMUNICATIONS, 2001, (17) :1544-1545

[8] Ionic liquids. Green solvents for the future [J].

Earle, MJ ;

Seddon, KR .

PURE AND APPLIED CHEMISTRY, 2000, 72 (07) :1391-1398

[9]

El-Sayed AM, 1999, SYNTHETIC COMMUN, V29, P3561

[10] Synthesis of new tri- and tetraheterocyclic systems: 1,3-dipolar cycloaddition of nitrilimines on 2,7-dimethyl-4-phenyl-3H-1,5-benzodiazepin [J].

Essaber, M ;

Baouid, A ;

Hasnaoui, A ;

Benharref, A ;

Lavergne, JP .

SYNTHETIC COMMUNICATIONS, 1998, 28 (22) :4097-4104

← 1 2 3 4 →