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Synthesis 2012; 44(9): 1315-1322
DOI: 10.1055/s-0031-1290755
DOI: 10.1055/s-0031-1290755
paper
Electrooxidative Cyclization of Hydroxyamino Compounds Possessing a Benzyl Group
Weitere Informationen
Publikationsverlauf
Received: 19. Januar 2012
Accepted after revision: 20. Februar 2012
Publikationsdatum:
30. März 2012 (online)
Abstract
Several novel 2-aryl-1,3-oxazinane and 2-aryl-1,3-oxazolidine derivatives were synthesized from N-benzyl-2-piperidineethanols and N-benzyl-2-piperidinemethanols, respectively, by using electrooxidative methods in methanol. For these reactions, the yields of the corresponding cyclized compounds were significantly increased by using catalytic amounts of iodide ions. In contrast, 3-dialkylamino-1-phenylpropanols afforded the expected cyclic 6-phenyl-1,3-oxazinane derivatives using only a small excess of base.
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