1,3-Dithienylisothianaphthene derivatives as model compounds in the study of the electronic properties of poly(isothianaphthene) derivatives: an alternative synthesis

1,3-dithienylisothianaphthene combines the electronic properties of thiophene and isothianaphthene. The synthesis of 1,2-thienoyl benzene has been accomplished based on a Grignard reaction by adding 2-thiophene magnesiumbromide to 1,2-bis-(S-(2-pyridinyl)) thiobenzoate to obtain 1,2-thienoyl benzene in a yield of 95%. The use of 1,2-bis-(S-(2-pyridinyl)) thiobenzoate avoids the formation of the corresponding 3,3′-bisarylphthalides. The same procedure was applied to obtain 1,3-dithienyl-4,5,6,7-tetrafluoroisothianaphthene.