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(d) P. Blanchard, PhD Thesis, Université de Nantes, 1994.
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ed. A. R. Katritzky and C. W. Rees, Pergamon Press, Oxford
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For comprehensive reviews on thiopyrans, see: (a) A. H. Ingall, Comprehensive Heterocyclic Chemistry, ed. A. R. Katritzky and C. W. Rees, Pergamon Press, Oxford, 1984, vol. 3, p. 885;
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Ingall, A.H.1
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ed. A. R. Katritzky, C. W. Rees and E. F. V. Scriven, Pergamon Press, Oxford
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(b) A. H. Ingall, Comprehensive Heterocyclic Chemistry II, ed. A. R. Katritzky, C. W. Rees and E. F. V. Scriven, Pergamon Press, Oxford, 1996, vol. 5, p. 501.
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(b) M. J. Haddadin, B. J. Agha and R. F. Tabri, J. Org. Chem., 1979, 44, 494;
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Duan, X.-L.1
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Dibenzoylacetylene (3) was prepared according to the literature, see: J. J. Zhang and G. B. Schuster, J. Am. Chem. Soc., 1989, 111, 7149.
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Zhang, J.J.1
Schuster, G.B.2
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11
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0011237427
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It has been noted previously that the reaction between 1 and 3 failed to give 4, 5-dibenzoyl-1, 3-dithiole-2-thione, see: M. Ahmed, J. M. Buchshriber and D. M. McKinnon, Can. J. Chem., 1970, 48, 1991.
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Ahmed, M.1
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McKinnon, D.M.3
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12
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0011207418
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The unexpected formation of thiopyran-4-chalcogenone derivatives has been observed previously and was explained by the stability of the thiopyran-4-chalcogenone systems, see: C. J. Grol, Tetrahedron, 1974, 30, 3621.
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Tetrahedron
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Grol, C.J.1
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13
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0011236309
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Crystal structures of thiopyran-4-ones have been reported, see for example: (a) C. H. Chen, G. A. Reynolds, D. L. Smith and J. L. Fox, J. Org. Chem., 1984, 49, 5136;
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(b) A. Banerjee, C. J. Brown and P. C. Jain, Acta Crystallogr., Sect. A, 1985, 41, 1505;
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(c) M. Hemmerling, S. Hunig, M. Kemmer and K. Peters, Eur. J. Org. Chem., 1998, 1989.
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37049071315
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This kind of equilibrium has been described in the literature, see for example; J. D. Coyle, P. A. Rapley, J. Kamphuis and H. J. T. Bos, J. Chem. Soc., Perkin Trans, 1, 1986, 2173.
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Coyle, J.D.1
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17
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0027946310
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A number of similar [4 + 2] cycloadditions of related structures of III and alkynes, to give spiro-thiopyrans (related to IV) have been reported, see for example: (a) E. Fanghänel, T. Palmer, J. Kersten, R. Ludwigs, K. Peters and H. G. Schnering, Synthesis, 1994, 1067;
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Fanghänel, E.1
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(b) R. Okazaki, K. Sunagawa, K.-T. Kang and N. Inamoto, Bull. Chem: Soc. Jpn., 1979, 52, 496;
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Okazaki, R.1
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Kang, K.-T.3
Inamoto, N.4
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20
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0028963065
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To our knowledge transchalcogenation of thiopyran-4-thiones using mercuric acetate in chloroform and glacial acetic acid, have apparently not been reported, although this method has been widely used for transchalcogenation of 1, 3-dithiole-2-thipnes to the corresponding 1, 3-dithiole-2-ones, see N. Svenstrup and J. Becher, Synthesis, 1995, 215.
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Svenstrup, N.1
Becher, J.2
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