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Cleavage of NO bonds in 1,2,4‐oxadiazolines
Author(s) -
Srimannarayana G.,
Srivastava R. M.,
Clapp Leallyn B.
Publication year - 1970
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.5570070122
Subject(s) - chemistry , cleavage (geology) , bond cleavage , catalysis , benzyl alcohol , medicinal chemistry , photochemistry , stereochemistry , organic chemistry , geotechnical engineering , fracture (geology) , engineering
The photochemical cleavage of the N‐O bond in 1,2,4‐oxadiazolines I to form acetamidines II was found to occur under mild conditions (ordinary light, 3560Å, or 2537Å). The weak N‐O bond in 3‐mcthyl‐4,5‐diphenyl‐1,2,4‐oxadiazoline (If) was also cleaved by catalytic reduction to give a molecular compound composed of benzyl alcohol and N ‐phenylacetamidine, V.