Hitherto unknown 6-hetaryl-4,5,7,8-tetrahydropyrrolo[1,2-a]thieno[3,2-e]pyrimidine-4,7-diones (7a-7g) were prepared by reaction of ethyl 2-aminothiophene-3-carboxylates 5 with 4-chloro-2-hetaryl-3-oxobutanonitriles 4 in DMF at 100 °C. When the same reagents were treated in the presence of triethylamine, a dependence of the reaction pathway on the nature of the hetaryl substituent in chloronitrile component was observed. This was explained in terms of steric factors.
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Volovenko et al. (2002) studied this question.
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