THE FRIEDEL-CRAFTS REACTION OF ACID-CHLORIDES WITH ETHENE - DI-ADDITION AND MOLECULAR REARRANGEMENT

被引：16

作者：

BATES, FX ^{[1
]}

DONNELLY, JA ^{[1
]}

KEEGAN, JR ^{[1
]}

机构：

[1] NATL UNIV IRELAND UNIV COLL DUBLIN,DEPT CHEM,DUBLIN 4,IRELAND

来源：

TETRAHEDRON | 1991年 / 47卷 / 27期

关键词：

D O I：

10.1016/S0040-4020(01)80962-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acid chlorides, complexed with excess aluminium chloride, reacted with ethene to form 3-methyl-2-buten-1-ones, ie. rearranged di-addition products having a terminal isoprenoid skeleton, together with the usual-beta-chloropropanones. The latter were the sole products in the absence of excess catalyst. Acid chlorides containing a suitably situated pi-system underwent intramolecular cyclization, e.g. 2-phenylcyclopropanecarbonyl chloride (10) cyclized to 3,4-benzobicyclo[3.1.0]hexan-2-one (11).

引用

页码：4991 / 5000

页数：10

共 17 条

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