Premium
A simple synthesis of 2(3 H )‐benzoxazolones using phenyl chloroformate
Author(s) -
Maleski Robert J.,
Osborne C. Edward,
Cline Sharon M.
Publication year - 1991
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.5570280822
Subject(s) - chemistry , ethyl chloroformate , hydrolysis , chloroformate , sodium hydroxide , alcohol , aqueous solution , solvent , organic chemistry , combinatorial chemistry
2(3 H )‐Benzoxazolones 3 can be prepared directly from the corresponding 2‐aminophenols and phenyl chloroformate. The intermediate 2‐hydroxy phenylcarbamates 2 are formed easily in aqueous alcohol solvent and these are converted rapidly to product, without their isolation, using one equivalent of sodium hydroxide. The synthesis accommodates a wide variety of substituents, including the easily hydrolyzed ethyl ester.