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For some leading reviews, see: (a) Dimroth, K.; Wolf, K. H. In Newer Methods of Preparative Organic Chemistry; Foerst, W., Ed. Academic Press: New York, 1964; Vol. 3, pp 357-423. (b) Balaban, A. T.; Schroth, W.; Fischer, G. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Boulton, A. J., Eds.; Academic Press: New York, 1969; Vol. 10, pp 241-326. (c) Balaban, A. T.; Dinculescu, A.; Dorofeenko, G. N.; Fischer, G. W.; Koblik, A. V.; Mezheritskii, V. V.; Schroth, W. Pyrylium Salts: Syntheses, Reactions, and Physical Properties; Academic Press: New York, 1982.
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For some leading reviews, see: (a) Dimroth, K.; Wolf, K. H. In Newer Methods of Preparative Organic Chemistry; Foerst, W., Ed. Academic Press: New York, 1964; Vol. 3, pp 357-423. (b) Balaban, A. T.; Schroth, W.; Fischer, G. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Boulton, A. J., Eds.; Academic Press: New York, 1969; Vol. 10, pp 241-326. (c) Balaban, A. T.; Dinculescu, A.; Dorofeenko, G. N.; Fischer, G. W.; Koblik, A. V.; Mezheritskii, V. V.; Schroth, W. Pyrylium Salts: Syntheses, Reactions, and Physical Properties; Academic Press: New York, 1982.
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Academic Press: New York
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For some leading reviews, see: (a) Dimroth, K.; Wolf, K. H. In Newer Methods of Preparative Organic Chemistry; Foerst, W., Ed. Academic Press: New York, 1964; Vol. 3, pp 357-423. (b) Balaban, A. T.; Schroth, W.; Fischer, G. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Boulton, A. J., Eds.; Academic Press: New York, 1969; Vol. 10, pp 241-326. (c) Balaban, A. T.; Dinculescu, A.; Dorofeenko, G. N.; Fischer, G. W.; Koblik, A. V.; Mezheritskii, V. V.; Schroth, W. Pyrylium Salts: Syntheses, Reactions, and Physical Properties; Academic Press: New York, 1982.
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Dinculescu, A.2
Dorofeenko, G.N.3
Fischer, G.W.4
Koblik, A.V.5
Mezheritskii, V.V.6
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Bradsher, C.K.1
Wallis, T.G.2
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0001467516
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For representative synthetic strategies, see: (a) Bradsher, C. K.; Wallis, T. G. Tetrahedron Lett. 1972, 3149-3150. (b) Garcia, A.; Lete, E.; Villa, M. J.; Dominguez, E.; Badia, M. D. Tetrahedron 1988, 44, 6681-6686. (c) Fitzgerald, J. J.; Michael, F. E.; Olofson, R. A. Tetrahedron Lett. 1994, 35, 9191-9194.
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Lete, E.2
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Badia, M.D.5
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9
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0028077171
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For representative synthetic strategies, see: (a) Bradsher, C. K.; Wallis, T. G. Tetrahedron Lett. 1972, 3149-3150. (b) Garcia, A.; Lete, E.; Villa, M. J.; Dominguez, E.; Badia, M. D. Tetrahedron 1988, 44, 6681-6686. (c) Fitzgerald, J. J.; Michael, F. E.; Olofson, R. A. Tetrahedron Lett. 1994, 35, 9191-9194.
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0345424305
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note
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Disappearance of the decyloxy group's α-proton triplet (4.18 ppm) led us to this conclusion.
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14
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0345424304
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note
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--promoted TMS cleavage.
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15
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Mattinen, J.5
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0345424301
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note
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Please see the Supporting Information for complete experimental and structural data.
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During preparation of this manuscript, we found a recently published procedure which effected cyclizations of o-ethynylpyridinecarbaldehydes to the corresponding naphthyridines upon exposure to ethanolic ammonia at 80°C in a sealed tube: Numata, A.; Kondo, Y.; Sakamoto, T. Synthesis 1999, 306-311. Applying this protocol to 2k gave a 37% crude yield of 4f.
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Kondo, Y.2
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Grethe, G., Ed.; John Wiley & Sons: New York
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