The preparation of substituted 3,4-dihydro-1(2H)-naphthalenones from benzocyclobutenones via sequential thermal electrocyclic reactions

被引:24
作者
Hickman, DN
Hodgetts, KJ
Mackman, PS
Wallace, TW
Wardleworth, JM
机构
[1] UNIV SALFORD,DEPT CHEM & APPL CHEM,SALFORD M5 4WT,LANCS,ENGLAND
[2] ZENECA PHARMACEUT,MACCLESFIELD SK10 4TG,CHESHIRE,ENGLAND
关键词
D O I
10.1016/0040-4020(95)01054-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-Alkenylbenzocyclobutenols, prepared from benzocyclobutenones via the addition of alkenyl Grignard reagents or the addition of alkynyllithium reagents followed by (E)-selective reduction, undergo successive thermal 4 pi and 6 pi electrocyclisations to give substituted 3,4-dihydro-1(2H)-naphthalenones. An analogous sequence gave 3,4-dihydro-1(2H)-anthracenone from naphtho[b]cyclobuten-1(2H)-one.
引用
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页码:2235 / 2260
页数:26
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