Collect. Czech. Chem. Commun. 1996, 61, 888-900

Electrophilic Substitution Reactions of [1]Benzothieno[3,2-b]furan

Jiří Svobodaa, Pavel Piheraa, Petr Sedmerab and Jaroslav Palečeka

a Institute of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6, Czech Republic
b Institute of Microbiology, Academy of Sciences of the Czech Republic, 142 20 Prague 4, Czech Republic


In chlorination, bromination, iodination, nitration, sulfonation, formylation, and trifluoroacetylation of [1]benzothieno[3,2-b]furan (1) the substituent enters the 2-position. The said halogenations go by the addition-elimination mechanism. When the substitution is continued, the second substituent enters the 6-position of heterocycle 1. The 1H and 13C NMR spectra have been completely assigned. Substituent effects on NMR parameters are discussed.

Keywords: [1]Benzothieno[3,2-b]furan; Electrophilic substitution.