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Tytuł artykułu

Switchable multicomponent heterocyclizations for diversity oriented synthesis

Treść / Zawartość
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
The present comprehensive review1 contains the analysis of literature data concerning switchable multicomponent heterocyclizations and demonstrates the application of these types of reactions to solve the matters of Diversity Oriented Synthesis.
Wydawca

Rocznik
Tom
1
Numer
1
Opis fizyczny
Daty
otrzymano
2014-07-23
zaakceptowano
2014-10-02
online
2014-11-17
Twórcy
  • Division of Chemistry of
    Functional Materials, State Scientific Institution “Institute for Single
    Crystals” of National Academy of Sciences of Ukraine, Lenin Ave. 60,
    61001 Kharkiv, Ukraine, chebanov@isc.kharkov.com
  • Chemistry Faculty,
    Karazin Kharkiv National University, Svobody sq., 4, 61022 Kharkiv,
    Ukraine
  • Division of Chemistry of
    Functional Materials, State Scientific Institution “Institute for Single
    Crystals” of National Academy of Sciences of Ukraine, Lenin Ave. 60,
    61001 Kharkiv, Ukraine
  • Chemistry Faculty,
    Karazin Kharkiv National University, Svobody sq., 4, 61022 Kharkiv,
    Ukraine
Bibliografia
  • [1] Schreiber S. L., Science 2000, 287, 1964
  • [2] Basso A., Diversity Oriented Synthesis 2013, 1
  • [3] Ruijter E., Orru R. V. A., Drug Discovery Today: Technologies 2013, 10, e15–e20.
  • [4] Biggs-Houck J. E., Younai A. Shaw J. T., Curr. Opin. Chem. Biol. 2010, 14, 371
  • [5] Dandapani S., Marcaurelle L. A., Curr. Opin. Chem. Biol. 2010, 14, 362
  • [6] Dai W.-M., Diversity Oriented Synthesis 2013, 11
  • [7] Cioc R. C., Ruijter E., Orru R. V. A., Green Chem. 2014, 16, 2958
  • [8] Trost B. M., Acc. Chem. Res. 2002, 35, 695
  • [9] Wender P. A., Gamber G. G., Hubbard R. D., Pham, S. M. Zhang, L. J. Am. Chem. Soc. 2005, 127, 2836
  • [10] Wender P. A., Handy S. T., Wright D. L., Chem. Ind. 1997, 765
  • [11] Ruijter E., Scheffelaar R., Orru, R. V. A., Angew. Chem. Int. Ed. 2011, 50, 6234
  • [12] van der Heijden G., Ruijter E., Orru R., Synlett 2013, 24, 666
  • [13] Chebanov V.A., Desenko S. M., Chem. Heterocycl. Compd. 2012, 48, 566
  • [14] Sha F., Huang X., Angew. Chem. Int. Ed. 2009, 48, 3458
  • [15] Qiu G., He Y., Wu. J., Chem. Commun. 2012, 48, 3836
  • [16] Suzuki Y., Ohta Y., Oishi S., Fujii N., Ohno H., J. Org. Chem. 2009, 74, 4246
  • [17] Jing C., Xing D., Qian Y., Shi T., Zhao Y. Hu W., Angew. Chem. Int. Ed. 2013, 52, 9289
  • [18] Isambert N., Lavilla R., Chem. Eur. J. 2008, 14, 8444
  • [19] Kruithof A., Ruijter E., Orru R. V. A., Curr. Org. Chem. 2011, 15, 204
  • [20] Chebanov V. A., Gura K. A., Desenko S. M., Top. Heterocycl. Chem. 2010, 23, 41
  • [21] Desenko S. M., Orlov V. D., Getmanskii N. V., Shishkin O. V., Lindeman S. V. Struchkov Yu. T., Chem. Heterocycl. Compd. 1993, 29, 406
  • [22] Wermann K., Hartmann M., Synthesis 1991, 189
  • [23] Khan A. T., Khan M. M., Tetrahedron Lett. 2011, 52, 3455
  • [24] Drizin I., Holladay M. W., Yi L., Zhang H. Q., Gopalakrishnan S., Gopalakrishnan M., Whiteaker K. L., Buckner S. A., Sullivan J. P., Carroll W. A., Bioorg. Med. Chem. Lett. 2002, 12, 1481
  • [25] Chebanov V. A., Saraev V. E., Desenko S. M., Chernenko V. N., Knyazeva I. V., Groth U., Glasnov T. N., Kappe C. O., J. Org. Chem. 2008, 73, 5110
  • [26] Chebanov V. A., Sakhno Ya. I., Desenko S. M., Shishkina S. V., Musatov V. I., Shishkin O. V., Knyazeva I. V., Synthesis 2005, 2597
  • [27] Chen Q., Jiang L.-L., Chen C.-N., Yang G.-F., J. Heterocycl. Chem. 2009, 46, 139
  • [28] Gorobets N. Yu., Sedash Yu. V., Ostras K. S., Zaremba O. V., Shishkina S. V., Baumer V. N., Shishkin O. V., Kovalenko S. M., Desenko S. M., van der Eycken E. V., Tetrahedron Lett. 2010, 51, 2095[Crossref]
  • [29] Liu Q., Xu J., Teng F., Chen A., Pan N., Zhang W., J. Heterocycl. Chem. 2014, 51, 741
  • [30] Sibi M. P., Liu M., Curr. Org. Chem. 2001, 5, 719
  • [31] Flanagan S. P., Guiry P. J., J. Organomet. Chem. 2006, 691, 2125
  • [32] Zanoni G. , Castronovo F., Franzini M., Vidari G., Giannini E., Chem. Soc. Rev. 2003, 32, 115[PubMed]
  • [33] Bonne D., Coquerel Y., Constantieux T., Rodriguez J., Tetrahedron: Asymmetry 2010, 21, 1085[Crossref]
  • [34] Guillena G., Ramón D. J., Yus M., Tetrahedron: Asymmetry 2007, 18, 693[Crossref]
  • [35] Alba A.-N., Companyo X., Viciano M., Rios R., Curr. Org. Chem. 2009, 13, 1432
  • [36] Wohlgemuth R., Curr. Opin. Biotechnol. 2010, 21, 713
  • [37] Kolosov M. A., Orlov V. D., Beloborodov D. A., Dotsenko V. V., Mol. Diversity 2009, 13, 5
  • [38] D’Souza D. M., Müller T. J. J., Chem. Soc. Rev. 2007, 36, 1095
  • [39] Isambert N., del Mar Sanchez Duque M., Plaquevent J.-C., Génisson Y., Rodriguez J., Constantieux T., Chem. Soc. Rev. 2011, 40, 1347 [Crossref]
  • [40] Bariwal J. B., Trivedi J. C., van der Eycken E. V., Top. Heterocycl. Chem. 2010, 25, 169
  • [41] Caddick S., Fitzmaurice R., Tetrahedron 2009, 65, 3325
  • [42] Bagley M. C., Lubinu M. C., Top. Heterocycl. Chem. 2006, 1, 31
  • [43] Kappe C. O., Angew. Chem. Int. Ed. 2004, 43, 6250
  • [44] Bonrath W., Schmidt R., Advances in Organic Synthesis, Science: Bentham 2005, p 81
  • [45] Cella R., Stefani H. A., Tetrahedron 2009, 65, 2619
  • [46] Carey F. A., Sundberg R. J., Advanced Organic Chemistry. Part A: Structure and Mechanisms, Springer, New York, 2007, p 285.
  • [47] Bruice P. Y., Organic Chemistry, Englewood Cliffs, N.J., Prentice Hall., 1995, p 619
  • [48] Wade L.G., Organic Chemistry, Englewood Cliffs, N.J., Prentice Hall., 1987, p. 569
  • [49] Alonso F., Davies S. G., Elend A. S., Smith A. D., Org. Biomol. Chem. 2009, 7, 518
  • [50] Arai Y., Nakazaki J., Segawa H., Tetrahedron Lett. 2008, 49, 5810
  • [51] Cul A., Daïch A., Decroix B., Sanz G., Hijfte L. V., Tetrahedron 2004, 60, 11029
  • [52] Microwaves in Organic Synthesis, 2nd ed., Loupy A. (Ed.), Wiley, Weinheim, 2006
  • [53] de la Hoz A., Díaz-Ortiz A., Moreno A., Curr. Org. Chem. 2004, 8, 903
  • [54] de la Hoz A., Prieto M. P., Rajzmann M., de Cózar A., Díaz-Ortiz A., Moreno A., Cossío F. P., Tetrahedron 2008, 64, 8169
  • [55] Rosana M. R., Tao Yu., Stiegman A. E., Dudley G. B., Chem. Sci. 2012, 3, 1240
  • [56] Dudley G. B., Stiegman A. E., Rosana M. R., Angew. Chem. Int. Ed. 2013, 52, 7918
  • [57] Wan H.-D., Sun S.-Y., Hu X.-Y., Xia Y.-M., Appl. Biochem. Biotechnol. 2012, 166, 1454
  • [58] Bren U., Kržan A., Mavri J., J. Phys. Chem. A 2008, 112, 166
  • [59] Kanno M., Nakamura K., Kanai E., Hoki K., Kono H., Tanaka M., J. Phys. Chem. A 2012, 116, 2177
  • [60] Razzaq T., Kremsner J. M., Kappe C. O., J. Org. Chem. 2008, 73, 6321
  • [61] Herrero M. A., Kremsner J. M., Kappe C. O., J. Org. Chem. 2008, 73, 36
  • [62] Robinson J., Kingman S., Irvine D., Licence P., Smith A., Dimitrakis G., Obermayer D., Kappe C. O., Phys. Chem. Chem. Phys. 2010, 12, 4750
  • [63] Kappe C. O., Pieber B., Dallinger D., Angew. Chem. Int. Ed. 2013, 52, 1088
  • [64] Kappe C. O., Angew. Chem. Int. Ed. 2013, 52, 7924
  • [65] Chebanov V. A., Muravyova E. A., Desenko S. M., Musatov V. I., Knyazeva I. V., Shishkina S. V., Shishkin O. V. Kappe C. O., J. Comb. Chem. 2006, 8, 427
  • [66] Muravyova E. A., Desenko S. M., Rudenko R. V., Shishkina S. V., Shishkin O. V., Sen’ko Yu. V., Vashchenko E. V., Chebanov V. A., Tetrahedron 2011, 67, 9389
  • [67] Andriushchenko A. Yu., Desenko S. M., Chernenko V. N., Chebanov V. A., J. Heterocycl. Chem. 2011, 48, 365
  • [68] Chebanov V. A., Saraev V. E., Desenko S. M., Chernenko V. N., Shishkina S. V., Shishkin O. V., Kobzar K. M., Kappe C. O., Org. Lett. 2007, 9, 1691
  • [69] Chebanov V. A., Saraev V. E., Shishkina S. V., Shishkin O. V., Musatov V. I., Desenko S. M., Eur. J. Org. Chem. 2012, 5515
  • [70] Muravyova E. A., Shishkina S. V., Musatov V. I., Knyazeva I. V., Shishkin O. V., Desenko S. M., Chebanov V. A., Synthesis, 2009, 1375
  • [71] Chebanov V. A., Sakhno Ya. I., Desenko S. M., Chernenko V. N., Musatov V. I., Shishkina S. V., Shishkin O. V., Kappe C. O., Tetrahedron 2007, 63, 1229
  • [72] Sakhno Ya. I., Desenko S. M., Shishkina S. V., Shishkin O. V., Sysoyev D. O., Groth U., Kappe C. O., Chebanov V. A., Tetrahedron 2008, 64, 11041
  • [73] Sakhno Ya. I., Shishkina S. V., Shishkin O. V., Musatov V. I., Vashchenko E. V., Desenko S. M., Chebanov V. A., Mol. Diversity 2010, 14, 523
  • [74] Sakhno Ya. I., Desenko S. M., Shishkina S. V., Shishkin O. V., Musatov V. I., Chebanov V. A., Synthesis 2011, 1120
  • [75] Chebanov V. A., Sakhno Ya. I., Desenko S. M., Ultrason. Sonochem. 2012, 19, 707
  • [76] Murlykina M. V., Sakhno Ya. I., Desenko S. M., Konovalova I. S., Shishkin O. V., Sysoiev D. A., Kornet M. N., Chebanov V. A., Tetrahedron 2013, 69, 9261
  • [77] Lipson V. V., Orlov V. D., Desenko S. M., Karnozhitskaya T. M., Shirobokova M. G., Chem. Heterocycl. Compd. 1999, 35, 595
  • [78] Lipson V. V., Borodina V. V., Shirobokova M. G., Ukr. Khim. Zh. 2005, 71, 95
  • [79] Lipson V. V., Desenko S. M., Borodina V. V., Shirobokova M. G., Karnozhitskaya T. M., Musatov V. I., Kravchenko S. V., Chem. Heterocycl. Compd. 2005, 41, 216
  • [80] Lipson V. V., Borodina V. V., Musatov V. I., Zh. Org. Farm. Khim. 2006, 4, 62
  • [81] Lipson V. V., Orlov V. D., Desenko S. M., Shishkina S. V., Shishkin O. V., Shirobokova M. G., Chem. Heterocycl. Compd. 2000, 36, 1039
  • [82] Lipson V. V., Desenko S. M., Shirobokova M. G., Shishkin O. V., Shishkina S. V., Zh. Org. Khim. 2006, 42, 1040
  • [83] Desenko S. M., Orlov V. D., Getmanskii N. V., Shishkin O. V., Lindeman S. V., Struchkov Yu. T., Dokl. Akad. Nauk SSSR 1992, 324, 801
  • [84] Wang S.-L., Liu Y.-P., Xu B.-H., Wang X.-H., Liang B., Tu S.-J., Tetrahedron 2011, 67, 9417
  • [85] Tu. S., Li C., Shi F., Zhou D., Shao Q., Cao L., Jiang B., Synthesis 2008, 369
  • [86] Tu S., Jiang B., Zhang Y., Jia R., Zhang J., Yao C., Shi F., Org. Biomol. Chem. 2007, 5, 355
  • [87] Elders N., Ruijter E., de Kanter F. J. J., Groen M. B., Orru R. V. A., Chem. Eur. J. 2008, 14, 4961[Crossref]
  • [88] Elders N., Ruijter E, de Kanter F. J. J., Janssen E., Lutz M., Spek M. L., Orru R. V. A., Chem. Eur. J. 2009, 15, 6096[Crossref]
  • [89] Světlik J., Tureček F., Hanus V. J., Chem. Soc., Perkin Trans.1. 1988, 1, 2053
  • [90] Světlik J., Veizerova L., Helv. Chimica Acta 2011, 94, 199
  • [91] Světlik J., Veizerova L., Kettmann V., Tetrahedron Lett. 2008, 49, 3520
  • [92] Jing X., Li Z., Pan X., Wang Q., Yan C., Zhu H., Synth. Commun. 2009, 39, 3796
  • [93] Caballero E., Puebla P., Medarte M., Feliciano A. S., Tetrahedron 1993, 49, 10079
  • [94] Světlik J., Kettmann V., Tetrahedron Lett. 2011, 52, 1062
  • [95] Světlik J., Veizerova L., Mayer T. U., Catarinella M., Bioorg. Med. Chem. Lett. 2010, 20, 4073
  • [96] Tkachenko V.V., Muravyova E.A., Desenko S.M., Chebanov V.A., Chemistry of Heterocyclic Compounds. Modern Aspects, Kartsev V.G. (Ed.), ICSPF Press, Moscow, 2014, vol. 1, 442-447
  • [97] Muravyova E. A., Tkachenko V. V., Desenko S. M., Sen’ko Yu. V., Müller T. J. J., Vashchenko E. V., Chebanov V. A., ARKIVOC 2013, iii, 338
  • [98] Modha S. G., Kumar A., Vachhani D. D., Sharma S. K., Parmar V. S., Van der Eycken E. V., Chem. Commun. 2012, 48, 10916[Crossref]
  • [99] Kumar A., Vachhani D. D., Modha S. G., Sharma S. K., Parmar V. S., Van der Eycken E. V., Synthesis 2013, 2571
  • [100] Cheng H.-G., Chen C.-B., Tan F., Chang N.-J., Chen J.-R., Xiao W.-J., Eur. J. Org. Chem. 2010, 4976
  • [101] Tu S.-J., Cao X.-D., Hao W.-J., Zhang X.-H., Yan S., Wu S.-S., Han Z.-G. Shi F., Org. Biomol. Chem. 2009, 7, 557
  • [102] Sun J., Zhang L.-L., Xia E.-Y., Yan C.-G., J. Org. Chem. 2009, 74, 3398
  • [103] Scheffelaar R., Paravidino M., Muilwijk D., Lutz M., Spek A. L., de Kanter F. J. J., Orru R. V. A., Ruijter E., Org. Lett. 2009, 11, 125[Crossref]
  • [104] Gladkov E. S., Chebanov V. A., Desenko S. M. Shishkin O. V., Shishkina S. V., Dallinger D., Kappe C. O., Heterocycles 2007, 73, 469
  • [105] Soleimani E., Zainali M., Ghasemi N., Notash B., Tetrahedron 2013, 69, 9832
Typ dokumentu
Bibliografia
Identyfikatory
Identyfikator YADDA
bwmeta1.element.-psjd-doi-10_2478_dos-2014-0003
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