DUAL TYPE OF REACTIVITY OF 1,2-DISUBSTITUTED DIHYDRO-N-HETEROAROMATIC SYSTEMS. 11. AROMATIZATION OF N-SULFONYL-1,2-DIHYDROQUINOLINES AND ISOQUINOLINES CONTAINING AN α-INDOLYL OR PYRROLYL SUBSTITUENT

Article abstract of DOI:10.1007/BF00471806

When N-sulfonyl-1,2-dihydroquinolines and isoquinolines, containing an indolyl or pyrrolyl substituent at the α-position, react with trityl perchlorate, this substituent is split off, and N-sulfonyl quinolinium and isoquinolinium cations and tritylindole or tritylpyrrole are formed.A similar reaction with 2,2,6,6-tetramethyl-1-oxopiperidinium perchlorate proceeds with splitting of hydrogen or retention of the α-substituent, which leads to the corresponding α-substituted N-sulfonylquinolinium and isoquinolinium cations.