80818-39-9Relevant articles and documents
Selective Reduction of αβ-Olefinic Amides and Lactams by Magnesium and Methanol
Brettle, Roger,Shibib, Sa'ad M.
, p. 2912 - 2919 (2007/10/02)
αβ-Olefinic amides with various substitution patterns at the carbon-carbon double bond and at nitrogen are all reduced to the corresponding saturated amides by magnesium and methanol.The same reducing system reduces N-benzyl-8-azabicyclonona-1(6),3-dien-7-ones at the conjugated double bond to give mixtures of the cis- and trans-dihydro-derivatives; the isolated, non-conjugated double bond is not reduced, even in the 3,4-diphenylsubstituted compound.Magnesium and methanol reduces quinolin-2(1H)-ones to their 3,4-dihydro-derivatives, and 5,6,7,8-tetrahydroquinolin-2(1H)-one to a mixture of two dihydro-derivatives.