Журнал "Макрогетероциклы"

Mikhail A. Filatov, Sergei E. Aleshchenkov, and Andrei V. Cheprakov^@

Department of Chemistry, Moscow State University, Moscow, 119992, Russia

^@Corresponding author E-mail: avchep@elorg.chem.msu.ru

A convenient and straightforward approach to the synthesis of linearly annelated extended porphyrins of tetrabenzo- and tetranaphthoporphyrin series was developed. 4,7-Dihydroisoindole and its benzoannelated derivative, being the closest stable precursors of unstable 2H-isoinsoles, are used in this method. Key features for this approach are its unprecedented synthetic versatility, tolerance for sensitive functional groups and the convenient introduction of meso-substituents. Aromatization of the annelated rings is conducted under mild conditions at the final stage of the synthesis. Tetraaryltetrabenzo- and tetranaphthoporphyrins are obtained using standard well-established procedures of porphyrin synthesis using common synthons.