The Photocyclization of N,N-Dialkyl β-Oxo Amides on Silica Gel
- 1 April 1988
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 61 (4) , 1437-1439
- https://doi.org/10.1246/bcsj.61.1437
Abstract
β-Oxo amides 1 adsorbed on silica gel underwent photocyclization via δ-hydrogen abstraction to give the five-membered lactams 2. No severe restrictions on the molecular motion could be observed in the photoreaction on the silica-gel surface. However, the relative photoreactivity of N,N-dibenzyl-2-benzoylacetamide (1a) to N,N-dibenzyl-2-benzoylpropionamide (1b) increased greatly on the silica-gel surface compared to that in solution, probably because of the greater keto content on the surface.Keywords
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