ADDITIONS OF CROTONALDEHYDE N,N-DIMETHYLHYDRAZONE TO P-QUINONES UNDER ULTRASONIC AND THERMAL CONDITIONS

被引:23
作者
BOUAZIZ, Z
NEBOIS, P
FILLION, H
LUCHE, JL
JENNER, G
机构
[1] UNIV LYON 1,INST SCI PHARMACEUT & BIOL,CHIM ORGAN LAB,F-69373 LYON 08,FRANCE
[2] UNIV TOULOUSE 3,LAB AMPERES,F-31062 TOULOUSE,FRANCE
[3] UNIV STRASBOURG 1,URA 466,PIEZOCHIM ORGAN LAB,F-67008 STRASBOURG,FRANCE
关键词
D O I
10.1016/0040-4020(95)00146-Y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The additions of crotonaldehyde N,N-dimethylhydrazone to juglone and azanaphthoquinones are performed under sonochemical and thermal conditions. The rates and products of the reactions, Diels-Alder cycloaddition and amination of the quinones are largely modified by ultrasonic irradiation. In addition, the study reveals an apparent similarity between high pressure and ultrasonic effects.
引用
收藏
页码:4057 / 4064
页数:8
相关论文
共 26 条
[1]   OXIDATION OF PHENOLS TO QUINONES BY BIS(TRIFLUOROACETOXY)IODOBENZENE [J].
BARRET, R ;
DAUDON, M .
TETRAHEDRON LETTERS, 1990, 31 (34) :4871-4872
[2]  
BOGER DL, 1987, ORGANIC CHEM SERIES, P47
[3]  
BOURGEOISCURY A, 1992, B SOC CHIM FR, V129, P190
[4]   A REGIOSELECTIVE SYNTHESIS OF 4,5-DISUBSTITUTED AND 4,8-DISUBSTITUTED AZA-ANTHRAQUINONES BY THE DIELS-ALDER ROUTE [J].
CHIGR, M ;
FILLION, H ;
ROUGNY, A .
TETRAHEDRON LETTERS, 1988, 29 (46) :5913-5916
[5]   INTERPARTICLE COLLISIONS DRIVEN BY ULTRASOUND [J].
DOKTYCZ, SJ ;
SUSLICK, KS .
SCIENCE, 1990, 247 (4946) :1067-1069
[6]   STUDY OF THE INFLUENCE OF ULTRASOUND AND AQUEOUS SOLVENT ON THE DIELS-ALDER REACTION - THE CASE OF CYCLOPENTADIENE AND ACETAMIDOACRYLATES [J].
ELGUERO, J ;
GOYA, P ;
PAEZ, JA .
SYNTHETIC COMMUNICATIONS, 1989, 19 (3-4) :473-476
[7]   THE TEMPERATURE OF CAVITATION [J].
FLINT, EB ;
SUSLICK, KS .
SCIENCE, 1991, 253 (5026) :1397-1399
[8]  
Ghosez L., 1985, LEC HETEROCYCL CHEM, V8, P69
[9]   MICELLAR CATALYSIS IN THE AQUEOUS INTERMOLECULAR DIELS-ALDER REACTION - RATE ACCELERATION AND ENHANCED SELECTIVITY [J].
GRIECO, PA ;
GARNER, P ;
HE, Z .
TETRAHEDRON LETTERS, 1983, 24 (18) :1897-1900
[10]   ASYMMETRIC-SYNTHESIS OF TANSHINDIOL-A [J].
LEE, JN ;
LI, JH ;
OYA, S ;
SNYDER, JK .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (20) :5301-5312