Diels-Alder reactions of furo[3,4-b]1,4-benzodioxins: An efficient approach to substituted dibenzo[b,e][1,4]dioxins

被引:16
作者
Ruiz, N
Buon, C
Pujol, MD
Guillaumet, G
Coudert, G
机构
[1] UNIV ORLEANS,CHIM BIOORGAN & ANALYT LAB,CNRS,URA 499,F-45067 ORLEANS 2,FRANCE
[2] UNIV BARCELONA,FAC FARM,QUIM FARMACEUT LAB,E-08028 BARCELONA,SPAIN
关键词
D O I
10.1080/00397919608003564
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In view of their potential biological properties, different substituted dibenzo [b,e][1,4] dioxins have been synthesized using Diels-Alder reactions. This required the preparation of furobenzodioxins and further dehydration of the bicyclo-adducts of the cycloaddition.
引用
收藏
页码:2057 / 2066
页数:10
相关论文
共 24 条
[1]   SYNTHESIS OF A BENZODIOXINIC ANALOG OF 8-METHOXYPSORALEN [J].
BESSON, T ;
RUIZ, N ;
COUDERT, G ;
GUILLAUMET, G .
TETRAHEDRON, 1995, 51 (11) :3197-3204
[2]   SYNTHESES OF DIBENZO(B,E)(1,4)DIOXIN DERIVATIVES VIA IRON COMPLEXES, AND FURTHER FUNCTIONALIZATIONS VIA DIRECTED METALATION [J].
CAMBIE, RC ;
JANSSEN, SJ ;
RUTLEDGE, PS ;
WOODGATE, PD .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1991, 420 (03) :387-418
[3]  
COUDERT G, 1978, TETRAHEDRON LETT, P1059
[4]   SYNTHESIS AND ELECTROCHEMICAL PROPERTIES OF BENZO[B]NAPHTHO[2,3-E][1,4]DIOXIN-6,11-QUINONES AND THEIR N,N'-DICYANOQUINONE DIIMINE DERIVATIVES [J].
CZEKANSKI, T ;
HANACK, M ;
BECKER, JY ;
BERNSTEIN, J ;
BITTNER, S ;
KAUFMANORENSTEIN, L ;
PELEG, D .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (04) :1569-1573
[5]  
GUILLAUMET G, 1979, TETRAHEDRON LETT, P4379
[6]   SYNTHESIS OF ANGULAR DIOXINOCOUMARINS [J].
GUILLAUMET, G ;
HRETANI, M ;
COUDERT, G .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (01) :193-197
[7]   SYNTHESIS OF ANNULATED DIOXINS AND THEIR USE AS DONORS FOR CATION-RADICAL SALTS [J].
HELLBERG, J ;
PELCMAN, ME .
TETRAHEDRON LETTERS, 1994, 35 (11) :1769-1772
[8]  
KIENZLE F, 1975, HELV CHIM ACTA, V58, P1190
[9]   AN IMPROVED SYNTHESIS OF SUBSTITUTED DIBENZO[1,4]DIOXINES [J].
LEE, HH ;
DENNY, WA .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (04) :1071-1074
[10]   POTENTIAL ANTITUMOR AGENTS .64. SYNTHESIS AND ANTITUMOR EVALUATION OF DIBENZO[1,4]DIOXIN-1-CARBOXAMIDES - A NEW CLASS OF WEAKLY BINDING DNA-INTERCALATING AGENTS [J].
LEE, HH ;
PALMER, BD ;
BOYD, M ;
BAGULEY, BC ;
DENNY, WA .
JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (02) :258-266