Synthesen von Heterocyclen, 199. Zur Chemie der vicinalen Triketone, VIII. Spiro-lactone aus 1.2.3-Trioxo-2.3-dihydro-phenalen sowie 2.3.4-Trioxo-1.2.3.4-tetrahydrochinolinen und Anthranilsäure.

Abstract

1,2,3-Trioxo-2,3-dihydro-phenalene (PT) and 1,2,3-trioxo-2,3,6,7-tetrahydro- 1 H, 5 H-benzo[ij]quinolizine (TMCHi) react with anthranilic acid (AS) primarily to give the spirolactones 1 a-1 b, which are thermically rearranged to the corresponding benzoxazine carboxylic acids 2 a-2 b. 1-phenyl-2,3,4-trioxo-1,2,3,4-tetrahydro-quinoline (PHCHi) reacts with AS yielding the spirolactone 1 c, which decomposes upon heating.