NUCLEOPHILIC ATTACK OF AROMATIC RINGS BY ORGANOMETALLIC COMPOUNDS
ILLINOIS UNIV AT URBANA WILLIAM A NOYESLAB
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Among the discoveries made, the following may be mentioned addition of organometallic compounds to hindered ketones involving aromatic rings was achieved in both the 1.4- and 1,6-manner with and without displacement of groups. Addition is greatly facilitated by the presence of a hydroxyl group in an o- or p-position of the aromatic ring. Similar results were observed with anils of benzophenones. New routes to terphenyls and to isobenzofurans were discovered. The first example of addition of an organolithium compound in the 1,6-manner has been recorded. In this connection side chain metalation was noted. Keto organolithium and organomagnesium compounds were studied. Transcarbonylation was used in a synthetic route to ketones.
- Organic Chemistry