PHOTOCHEMICAL REACTIONS OF alpha -OXO AMIDES. NORRISH TYPE II REACTIONS VIA ZWITTERIONIC INTERMEDIATES.

DOI: 10.1021/ja00345a049

Source and publish data:

Journal of the American Chemical Society p. 1958 - 1964 (1983)

Update date:2022-08-05

Topics:

Authors:

Aoyama Aoyama

Sakamoto

Kuwabara

Yoshida Yoshida

Omote Omote

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Article abstract of DOI:10.1021/ja00345a049

The mechanism of the photochemical reactions of alpha -oxo amides was studied. Establishment of the intermediacy zwitterions was accomplished by the detection of iminium ions formed by protonation of the zwitterions and by the independent generation of the zwitterions by the reaction of hydroxyphenylketene with imines. The remarkable substituent and solvent effects in the photoreactions were rationalized on the basis of the mechanism.

Full text of DOI:10.1021/ja00345a049

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