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Substituent effects on the photocycloaddition reactions of phenol to benzonitriles
Author(s) -
AlJalal N. A.
Publication year - 1990
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.5570270527
Subject(s) - chemistry , phenol , substituent , ring (chemistry) , medicinal chemistry , organic chemistry
Methoxy‐, methyl‐, and chloro‐substituted benzonitriles undergo photocycloaddition to phenol to give substituted 1,2‐dihydroazocin‐2‐ones III , by initial attack of the cyano group on the aromatic ring of the phenol. The efficiency of the photocycloaddition reaction varied with the position of the substituents, with the para ‐substituted ones giving the largest amount of photoproduct.