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On the mechanism of the 1,2‐cycloaddition reaction of ketenimines and nitrosoarenes
Author(s) -
Barker Marvin W.,
Combs Leon L.,
Gill Jack T.
Publication year - 1972
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570090112
Subject(s) - chemistry , cycloaddition , photochemistry , mechanism (biology) , computational chemistry , reaction mechanism , organic chemistry , catalysis , philosophy , epistemology
The 1,2‐cycloaddition of nitrosoarenes to ketenimines producing 3‐iminosubstituted‐1,2‐oxazetidines has been found to proceed more rapidly if photosensitized conditions are employed. This data plus the specificity of the reaction allows for a reasonable postulation of the non‐photochemical room temperature reaction.