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Oxidation of Isatins to Isatoic Anhydrides and 2,3‐Dioxo‐1,4‐benzoxazines
Author(s) -
Reissenweber Gernot,
Mangold Dietrich
Publication year - 1980
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198002221
Subject(s) - oxidizing agent , chromium trioxide , acetic anhydride , acetic acid , chemistry , organic chemistry , chromium , catalysis
Depending upon the oxidizing agent employed, various products are obtained from isatins (1): H 2 O 2 /glacial acetic acid leads to isatoic anhydrides (2) , whereas H 2 S 2 O 8 /H 2 SO 4 furnishes 2,3‐dioxo‐1,4‐benzoxazines (3) . Compound (1) is usually oxidized to (2) with the toxic chromium trioxide.