Reductive cyclizations of N-imides were accomplished by employing a palladium on carbon catalyst in ethanolic acetic acid as the hydrogenation medium.Reduction of the corresponding N-imides ceased at the 1,2,3,4-tetrahydroquinolyl stage.Controlled reduction of the tetrahydroquinolyl imides with sodium borohydride gave amido alcohols which afforded bridgehead nitrogen heterocycles upon cyclodehydration.
Scovill, John P.,Burckhalter, Joseph H.
p. 23 - 27
(2007/10/02)
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