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Synthesis 1997; 1997(4): 465-468
DOI: 10.1055/s-1997-1207
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Efficient One-Pot Synthesis of Cyclopenta[b]thiophen-1-ones and 1,3-Di(2-thiophenyl)propan-1-ones from Thiophenes

Ivan L. Baraznenok, Valentine G. Nenajdenko, Elizabeth S. Balenkova*
  • *Department of Chemistry, Moscow State University, Moscow, 119899, Russia, Fax +7(095)9328846; E-mail: Balenk@acylium.chem.msu.su
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Publication Date:
31 December 2000 (online)

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The reaction of N,N-dimethylacrylamide/triflic anhydride complex with substituted thiophenes led to the corresponding cyclopenta[b]thiophen-1-ones and 1,3-di(2-thiophenyl)propan-1-ones. The application of 2-bromo-N,N-dimethylacrylamide in this reaction allows 2-bromo-substituted five- or seven-membered thiophene-fused cyclic ketones to be obtained.

N,N-dimethylacrylamide - triflic anhydride - thiophene - cyclopenta[b]thiophene - dithiophenylpropanone