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Paper | Regular issue | Vol 55, No. 12, 2001, pp.2369-2386
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9355
Synthesis of 1H-[1]Benzopyrano[4,3-b]pyrrole and 4H-Thieno[3,2-c][1]benzopyran Derivatives. Functionalisation by Aromatic Electrophilic Substitution

Rocío Álvaro Navarro, Luis Calvo Bleye, Alfonso González-Ortega,* and M. Carmen Sañudo Ruíz

*Deparamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid, 47005 Valladolid, Spain

Abstract

4,4-dialkyl-1H-[1]benzopyrano[4,3-b]pyrroles were prepared starting from [1]benzopyrano[4,3-b]pyrrol-4(1H)-ones and organometallic reagents. Subsequently, both types of polycyclic compound and their analogous 4H-thieno[3,2-c][1]benzopyrano derivatives were functionalized at C-2 by aromatic electrophilic substitution (bromination, nitration, acetylation and formylation).