Issue 0, 1979
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Photochemical reaction of NN-dialkylmethacrylamides. An olefin analogue of the type II photoelimination of ketones

Hiromu Aoyama,   Tadashi Hasegawa,   Masahiko Okazaki  and  Yoshimori Omote  

Abstract

Both photocyclization of NN-bis(benzyl)methacrylamide (1a) to a β-lactam (2a) and photodealkylation of NN-diisopropylmethacrylamide (1b) to N-isopropylisobutyramide (3b) were found to proceed via dimethylketen and the corresponding imine (4). The reactions provide the first example of type II reaction of aliphatic olefins. The behaviour of the 1,4-biradical intermediate involved in the reaction is discussed in relation to that of similar biradicals.

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Article information

DOI
https://doi.org/10.1039/P19790000263
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1979, 263-265

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Photochemical reaction of NN-dialkylmethacrylamides. An olefin analogue of the type II photoelimination of ketones

H. Aoyama, T. Hasegawa, M. Okazaki and Y. Omote, J. Chem. Soc., Perkin Trans. 1, 1979, 263 DOI: 10.1039/P19790000263

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