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2 H ‐3,1‐benzoxazine‐2,4‐(1 H )‐dione (isatoic anhydride). 15 . Reactions with lactone enolates
Author(s) -
Coppola Gary M.
Publication year - 1984
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.5570210326
Subject(s) - chemistry , lactone , toluene , lithium (medication) , organic chemistry , acetic anhydride , medicinal chemistry , catalysis , medicine , endocrinology
The reaction of N ‐methylisatoic anhydride, 1 , with the lithium enolates derived from various butyrolactones or δ‐valerolactone produces stable anthranoyl lactone derivatives 4 . Heating these products in toluene results in a cyclization to afford 4‐hydroxy‐3‐(2‐hydroxyalkyl)‐1‐methyl‐2(1 H )‐quinolinones, 8 and 14 , in good yields.
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