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Katritzky, A. R.; Rees, C. W., Eds.; Pergamon Press Ltd.: Oxford
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(a) Scriven, E. F. V. Pyridines and their Benzo Derivatives: (ii) Reactivity at Ring Atoms. In Comprehensive Heterocyclic Chemistry, Vol. 2; Katritzky, A. R.; Rees, C. W., Eds.; Pergamon Press Ltd.: Oxford, 1984, 165.
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Scriven, E.F.V.1
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Katritzky, A. R.; Rees, C. W., Eds.; Pergamon Press Ltd.: Oxford
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(b) Uff, B. C. Pyridines and their Benzo Derivatives: (iii) Reactivity of Substituents. In Comprehensive Heterocyclic Chemistry, Vol. 2; Katritzky, A. R.; Rees, C. W., Eds.; Pergamon Press Ltd.: Oxford, 1984, 315.
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Alousi, A. A.; Canter, J. M.; Monterano, M. J.; Fort, D. J.; Ferrari, R. A. J. Cardiovasc. Pharmacol. 1983, 5, 792.
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Alousi, A.A.1
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(a) Fossa, P.; Boggia, R.; Presti, E. L.; Dorigo, P.; Floreani, M. Farmaco 1997, 52, 523.
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0028151366
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(b) Mosti, L.; Schenone, P.; Del Mar Mahiques, M.; Dorigo, P.; Fracarollo, D.; Santostasi, G.; D'Amico, M.; Falciani, M.; Lampa, E. Farmaco 1994, 49, 559.
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Falciani, M.8
Lampa, E.9
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0027249412
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(c) Dorigo, P.; Gaion, R. M.; Belluco, P.; Fraccarollo, D.; Maragno, I.; Bombieri, G.; Benetollo, F.; Mosti, L.; Orsisns, F. J. Med. Chem. 1993, 36, 2475.
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Maragno, I.5
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Benetollo, F.7
Mosti, L.8
Orsisns, F.9
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8
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8644235348
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(a) Abu Shanab, F. A.; Redhouse, A. D.; Thompson, J. B.; Wacefield, B. J. Synthesis 1995, 557.
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Abu Shanab, F.A.1
Redhouse, A.D.2
Thompson, J.B.3
Wacefield, B.J.4
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(b) Mosti, L.; Schenone, P.; Menozzi, G. J. Heterocycl. Chem. 1985, 22, 1503.
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33847797631
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For related cyclization reaction of 3-formylchromones, see: (a) Jones, W. D.; Albrecht, W. L. J. Org. Chem. 1976, 41, 706.
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Jones, W.D.1
Albrecht, W.L.2
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0002194440
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(b) The cyclization of 3-formylchromones with amidines and 5-aminopyrazole afforded 5-(2-hydroxybenzoyl)-pyrimidines. See: Löwe, W. Synthesis 1976, 274.
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Synthesis
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Löwe, W.1
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13
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0036185219
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(d) See further: Quiroga, J.; Mejia, D.; Insuasty, B.; Abonita, R.; Nogueras, M.; Sanches, A.; Cobo, J.; Low, J. N. J. Heterocycl. Chem. 2002, 35, 51.
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Mejia, D.2
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Nogueras, M.5
Sanches, A.6
Cobo, J.7
Low, J.N.8
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14
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84985287466
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(e) The cyclization of 3-formylchromones with aminoheterocycles afforded fused β-(2-hydroxybenzoyl)pyridines. See: Haas, G.; Stanton, J. L.; von Srerecher, A.; Wenk, P. J. Heterocycl. Chem. 1981, 18, 607.
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J. Heterocycl. Chem.
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Haas, G.1
Stanton, J.L.2
Von Srerecher, A.3
Wenk, P.4
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15
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0014353315
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(f) With hydrazines: Eiden, F.; Haverland, H. Arch. Pharm. (Weinheim, Ger.) 1968, 301, 819.
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Arch. Pharm. (Weinheim, Ger.)
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Eiden, F.1
Haverland, H.2
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17
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0033550224
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2OH·HCl: Hsung, R. P.; Zificsak, C. A.; Wei, L.-L.; Zehnder, L. P.; Park, F.; Kim, M.; Tran, T. T. J. Org. Chem. 1999, 64, 8736.
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Wei, L.-L.3
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Park, F.5
Kim, M.6
Tran, T.T.7
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19
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84986444089
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(j) For conversion into pyrroles and thiofenes: Fitton, A. O.; Frost, J. R.; Suschitzky, H.; Houghton, P. G. Synthesis 1977, 133.
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, pp. 133
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Fitton, A.O.1
Frost, J.R.2
Suschitzky, H.3
Houghton, P.G.4
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20
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0037289456
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(k) For conversation into 4-(2′-hydroxybenzoyl)salicylic esters see: Langer, P.; Holtz, E. Synlett 2003, 402.
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Langer, P.1
Holtz, E.2
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22
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0010080467
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(b) Hishmat, O. H.; El-Naem, Sh. I.; Magd-El-Din, A. A.; Fawzy, N. M.; Abd, E. I.-Aa1AS. Egypt. J. Chem. 2000, 43, 87.
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Hishmat, O.H.1
El-Naem, Sh.I.2
Magd-El-Din, A.A.3
Fawzy, N.M.4
Abd, E.I.-A.5
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23
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2442687872
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3SiCl as condensation agent see: (a) Ryabykhin, S. V.; Plaskon, A. S.; Tverdokhlebov, A. V.; Tolmachev, A. A. Synth. Commun. 2004, 34, 1483.
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Ryabykhin, S.V.1
Plaskon, A.S.2
Tverdokhlebov, A.V.3
Tolmachev, A.A.4
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24
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0031584937
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(b) Heaney, H.; Papageorgeogu, G.; Wilkins, R. F. Tetrahedron 1997, 53, 2941.
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Heaney, H.1
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Wilkins, R.F.3
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25
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1242318534
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3SiI as condensation agent see: Sabitha, G.; Reddy, G. S. K. K.; Reddy, K. B.; Yadav, J. S. Synthesis 2004, 263.
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Synthesis
, pp. 263
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Sabitha, G.1
Reddy, G.S.K.K.2
Reddy, K.B.3
Yadav, J.S.4
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26
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0038632309
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(d) Sabitha, G.; Reddy, G. S. K. K.; Reddy, C. S.; Yadav, J. S. Synlett 2003, 858.
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Synlett
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Sabitha, G.1
Reddy, G.S.K.K.2
Reddy, C.S.3
Yadav, J.S.4
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27
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0038327797
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(e) Sabitha, G.; Reddy, G. S. K. K.; Reddy, C. S.; Yadav, J. S. Tetrahedron Lett. 2003, 44, 4129.
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Tetrahedron Lett.
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Sabitha, G.1
Reddy, G.S.K.K.2
Reddy, C.S.3
Yadav, J.S.4
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28
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8644238965
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note
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2O (25 mL). The precipitate formed was filtered and washed with small amount of i-PrOH and than with MeOH. Recrystallization from an appropriate solvent yielded targeted compounds.
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-
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29
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8644290400
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note
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Py), 9.75 (1 H, s, OH).
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-
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30
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8644232018
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note
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3).
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31
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8644230462
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note
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-1.
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-
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32
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8644259534
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note
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+], 286 (17), 150 (100), 135 (12).
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-
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33
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0032819443
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For related interactions of enolates with nitrile groups affording 2-pyridone ring see: Bondavalli, F.; Bruno, O.; Lo Presty, E.; Menozzy, G.; Mosti, L. Synthesis 1999, 1169.
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(1999)
Synthesis
, pp. 1169
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Bondavalli, F.1
Bruno, O.2
Lo Presty, E.3
Menozzy, G.4
Mosti, L.5
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