Synthesis of new 1,5-benzodiazepines associated different 5-membered heterocycles

被引：7

作者：

Ghomsi, JNT ^{[1
]}

Ahabchane, NH ^{[1
]}

Essassi, EM ^{[1
]}

机构：

[1] Univ Mohammed 5, Fac Sci, Lab Chim Organ Heterocycl, Rabat, Morocco

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2004年 / 179卷 / 02期

关键词：

1,5-benzodiazepine; cycloaddition; dipole; periselectivity; regioselectivity;

D O I：

10.1080/10426500490262351

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

We described a one-pot synthetic approach to novel isoxazolinyl, pyrazolinyl, pyrazolyl, and 1,2,3-triazolyl methylsulfanyl-1,5-benzodiazepines, as well as allylsulfanyl-1,2,4-triazolo-1,5-benzodiazepine by 1,3-dipolar cycloaddition of p-chlorobenzaldehyde oxime 4, nitrilimines 5, 6, and benzylazide 12 to 2-allyl(propargyl) sulfanyl-4-phenyl-1,5-benzodiazepine 2 (3). The structures of the obtained cycloadducts have been assigned by means of spectroscopic measurements.

引用

页码：353 / 364

页数：12

共 19 条

[1]

AHABCHANE NH, 1999, C R ACAD SCI PARI 2C, P519

[2] The use of benzodiazepines in anxiety and other disorders [J].

Argyropoulos, SV ;

Nutt, DJ .

EUROPEAN NEUROPSYCHOPHARMACOLOGY, 1999, 9 :407-412

[3] NMR-STUDIES IN THE HETEROCYCLIC SERIES .31. EFFECT OF N-SUBSTITUENTS ON THE C-13 NMR PARAMETERS OF AZOLES [J].

BEGTRUP, M ;

ELGUERO, J ;

FAURE, R ;

CAMPS, P ;

ESTOPA, C ;

ILAVSKY, D ;

FRUCHIER, A ;

MARZIN, C ;

DEMENDOZA, J .

MAGNETIC RESONANCE IN CHEMISTRY, 1988, 26 (02) :134-151

[4] 1,3-DIPOLAR CYCLOADDITION SYNTHESIS OF 3-BROMO-5-SUBSTITUTED ISOXAZOLES, USEFUL INTERMEDIATES FOR THE PREPARATION OF PHARMACOLOGICALLY ACTIVE COMPOUNDS [J].

CHIARINO, D ;

NAPOLETANO, M ;

SALA, A .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1987, 24 (01) :43-46

[5] Synthesis of new macrocycles from quinoxaline-2, 3-dithione derivative [J].

Ferfra, S ;

Ahabchane, NH ;

Mustaphi, NEH ;

Essassi, EM ;

Bellan, J ;

Pierrot, M .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2001, 175 :169-181

[6] DELTA-4-ISOXAZOLINES (2,3-DIHYDROISOXAZOLES) [J].

FREEMAN, JP .

CHEMICAL REVIEWS, 1983, 83 (03) :241-261

[7] 1,3-dipolar cycloaddition of nitrile oxides to 1-phenylsulfonyl-1,3-butadienes: synthesis of 3-(4,5-dihydroisoxazol-5-yl)pyrroles [J].

Hwang, SH ;

Kurth, MJ .

TETRAHEDRON LETTERS, 2002, 43 (01) :53-56

[8]

Jones R.A., 1977, CHEM PYRROLS, P1

[9]

KOROLEVA EV, 1997, RUSS CHEM REV, V27, P66

[10]

Kotyatkina A. I., 2001, RUSS CHEM REV, V70, P641, DOI DOI 10.1070/RC2001V070N08ABEH000630

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