Abstract

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

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