Nickel-catalyzed cocyclotrimerization of oxa- and azabenzonorbornadienes with alkynes: reaction with multiple synthetic applications

被引:37
作者
Huang, DJ [1 ]
Sambaiah, T [1 ]
Cheng, CH [1 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 300, Taiwan
关键词
D O I
10.1039/a806340k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Oxa- and azabenzonorbornadienes react with alkynes in the presence of nickel complexes to give the corresponding [2 + 2 + 2] cycloadducts; these reactions can be applied to the construction of multiple fused rings, the preparation of precursors of isobenzofurans and isoindoles and aromatic compounds.
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页码:1147 / 1149
页数:3
相关论文
共 24 条
[2]   THE PREPARATION OF 2(1H)-PYRIDINONES AND 2,3-DIHYDRO-5(1H)-INDOLIZINONES VIA TRANSITION-METAL MEDIATED COCYCLIZATION OF ALKYNES AND ISOCYANATES - A NOVEL CONSTRUCTION OF THE ANTITUMOR AGENT CAMPTOTHECIN [J].
EARL, RA ;
VOLLHARDT, KPC .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (25) :4786-4800
[3]   SYNTHESIS OF 9,11-EPOXY-9A-HOMOPROSTAGLANDIN ANALOGS [J].
EGGELTE, TA ;
KONING, HD ;
HUISMAN, HO .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (09) :980-989
[4]   ISOBENZOFURANE A TRANSIENT INTERMEDIATE [J].
FIESER, LF ;
HADDADIN, MJ .
CANADIAN JOURNAL OF CHEMISTRY, 1965, 43 (05) :1599-&
[5]  
FRIEDRICHSEN W, 1994, HOUBENWEYL METHODE E, V6, P163
[6]  
FRIEDRICHSEN W, 1980, ADV HETEROCYCL CHEM, V26, P135
[7]   RHODIUM CATALYZED [2+2+2] CYCLO-ADDITIONS OF ACETYLENES [J].
GRIGG, R ;
SCOTT, R ;
STEVENSON, P .
TETRAHEDRON LETTERS, 1982, 23 (26) :2691-2692
[8]  
HEGEDUS LS, 1994, TRANSITION METALS SY, P248
[9]   SYNTHESIS OF THE 1ST LINEAR (ORTHO-PHENYLENO)NAPHTHALENES - A NEW CLASS OF BENZENOID AROMATICS [J].
HELSON, HE ;
VOLLHARDT, KPC ;
YANG, ZY .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (02) :114-115
[10]  
JUST G, 1976, TETRAHEDRON LETT, P1063