6533b7d5fe1ef96bd126467d

RESEARCH PRODUCT

The mechanism of formation of 3H,9H-Pyrano[3,4-b]indol-3-ones from 3-indolalkanoic acids

Houshang Erfanian-abdoustMercedes Medio-simónUlf Pindur

subject

chemistry.chemical_classificationAcetic anhydridechemistry.chemical_compoundReaction mechanismchemistryStereochemistryCarboxylic acidOrganic ChemistryLewis acids and basesPhysical and Theoretical ChemistryLactoneMechanism (sociology)

description

The mechanism of the formation of 1-methyl-3H,9H-pyrano[3,4-b]indol-3-one (4) from the corresponding 3-indolacetic acid 1 is discussed. The suggested mechanism is substantiated by the isolation of a stable intermediate 2 and its transformations in the presence of acetic anhydride and/or Lewis acids.

https://doi.org/10.1002/jlac.1991199101110