Abstract
The treatment of
1-morpholinocyclopentene (la) with p-methoxyphenyllead triacetate (2a) in chloroform provides a
simple high-yielding route to 2-(4-methoxyphenyl)cyclopentanone
(3a). This arylation reaction of enamines
has been investigated with a variety of substrates and a number of aryllead triacetates. The reaction has been found to be
very sensitive to steric effects and is thus a useful synthetic method in a
relatively small number of cases. Acetoxylation is a
major competing reaction with those enamines of
cyclic ketones which give a low to moderate yield of arylated
product.
Cited by
36 articles.
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