This article provides a general overview and detailed discussion on the research by Professor V. D. Orlov (at the Chair of Organic Chemistry, Kharkiv V. N. Karazin National University) regarding the synthesis, structure, and reactivity of three-, five-, six-, and sevenmembered azaheterocycles, covering the time period starting in the middle of 1970's.
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References
Tsukerman, S. V.; Orlov, V. D.; Lavrushin, V. F.; Yur'ev, Yu. K. Russ. J. Org. Chem. 1965, 4, 650. [Zh. Org. Khim. 1965, 1, 650.]
Tsukerman, S. V.; Orlov, V. D.; Izvekov, V. P.; Lavrushin, V. F., Yur'ev, Yu. K. Chem. Heterocycl. Compd. 1966, 2, 25. [Khim. Geterotsikl. Soedin. 1966, 34.]
Tsukerman, S. V.; Orlov, V. D.; Nikitchenko, V. M.; Rozum, Yu. S.; Lavrushin, V. F., Yur'ev, Yu. K. Theor. Exp. Chem. 1967, 2, 303. [Teoret. Eksperim. Khim. 1966, 399.]
Tsukerman, S. V.; Orlov, V. D.; Lavrushin, V. F.; Yur'ev, Yu. K. Chem. Heterocycl. Compd. 1966, 2, 698. [Khim. Geterotsikl. Soedin. 1966, 913.]
Tsukerman, S. V.; Orlov, V. D.; Lavrushin, V. F.; Yur'ev, Yu. K. Chem. Heterocycl. Compd. 1966, 2, 702 [Khim. Geterotsikl. Soedin. 1966, 918.]
Tsukerman, S. V.; Orlov, V. D.; Lavrushin, V. F. Chem. Heterocycl. Compd. 1969, 5, 55. [Khim. Geterotsikl. Soedin. 1969, 67.]
Tsukerman, S. V.; Orlov, V. D.; Rozum, Yu. S.; Lavrushin, V. F. Chem. Heterocycl. Compd. 1969, 5, 461. [Khim. Geterotsikl. Soedin. 1969, 623.]
Tsukerman, S. V.; Orlov, V. D.; Lam Ngoc Thiem, Lavrushin, V. F. Chem. Heterocycl. Compd. 1969, 5, 726. [Khim. Geterotsikl. Soedin. 1969, 974.]
Tsukerman, S. V.; Orlov, V. D.; Lavrushin, V. F. J. Struct. Chem. 1969, 10, 244. [Zh. Struktur. Khim. 1969, 10, 263.]
Tsukerman, S. V.; Orlov, V. D.; Yatsenko, A. I.; Lavrushin, V. F. Theor. Exp. Chem. 1972, 6, 58. [Teoret. Eksperim. Khim. 1970, 67.]
Korotkov, S. A.; Orlov, V. D.; Lavrushin, V. F. Vestn. Kharkov. Un-ta. Ser. “Khimiya” 1972, (84), 72.
Orlov, V. D.; Korotkov, S. A.; Pivnenko, N. S.; Lavrushin, V. F. Chem. Heterocycl. Compd. 1972, 8, 1437. [Khim. Geterotsikl. Soedin. 1972, 1587.]
Orlov, V. D.; Korotkov, S. A.; Tishchenko, V. N.; Lavrushin, V. F. J. Struct. Chem. 1973, 14, 524. [Zh. Struktur. Khim. 1973, 14, 567.]
Korotkov, S. A.; Orlov, V. D.; Pivnenko, N. S.; Lavrushin, V. F. Ukr. Khim. Zh. 1973, 39, 1263.
Orlov, V. D.; Korotkov, S. A.; Sukach, Yu. A.; Lavrushin, V. F. Chem. Heterocycl. Compd. 1975, 11, 264. [Khim. Geterotsikl. Soedin. 1975, 306.]
Orlov, V. D.; Korotkov, S. A.; Sukach, Yu. A.; Lavrushin, V. F. Zh. Obsch. Khim. 1973, 43,1353.
Orlov, V. D.; Borovoi, I. A.; Tishchenko, V. N.; Lavrushin, V. F. Theor. Exp. Chem. 1975, 10, 73. [Teoret. Eksperim. Khim. 1974, 105.]
Orlov, V. D.; Borovoi, I. A.; Lavrushin, V. F. Zh. Obshch. Khim. 1975, 45, 126.
Orlov, V. D.; Borovoi, I. A.; Surov, Yu. R.; Lavrushin, V. F. Zh. Obshch. Khim. 1976, 46, 1272.
Orlov, V. D.; Borovoi, I. A.; Lavrushin, V. F. J. Struct. Chem. 1977, 17, 594. [Zh. Struktur. Khim. 1976, 17, 691.]
Orlov, V. D.; Mikhedkina, E. I.; Nodel'man, O. A. Ukr. Khim. Zh. 1989, 55, 465.
Pivnenko, N. S.; Orlov, V. D.; Nodelman, O. A.; Mikhedkina, E. I.; Lavrushin, V. F. Russ. J. Org. Chem. 1980, 16, 1945.
Orlov, V. D; Surov, Yu. N.; Tishchenko, V. N.; Lavrushin, V. F. J. Chem. Soc., Perkin Trans. 2 1977, 1983.
Orlov, V. D.; Mikhedkina, E. I.; Lavrushin, V. F. Zh. Obshch. Khim. 1982, 52, 126.
Orlov, V. D.; Mikhedkina, E. I.; Lavrushin, V. F. Zh. Obshch. Khim. 1984, 54, 168.
Mirnyi, A. V.; Gella, I. M.; Orlov, V. D. Vestn. Kharkov Nats. Un-ta. Ser. “Khimiya” 2002, 8(31), 34.
Mirnyi, A. V.; Gella, I. M.; Orlov, V. D. J. Org. Pharm. Chem. 2003, 1(3-4), 55.
Mirnyi, A. V.; Gella, I. M.; Orlov, V. D. J. Org. Pharm. Chem. 2004, 2(2), 62.
Bui, O. D.; Gella, I. M.; Orlov, V. D. Vestn. Kharkov Nats. Un-ta. Ser. “Khimiya” 2003, 10(33), 52.
Bui, O. D.; Gella, I. M.; O. V.; Orlov, V. D. J. Org. Pharm. Chem. 2004, 2(1), 17.
Bui, O. D.; Gella, I. M.; Shishkina, S. V.; Shishkin, O. V.; Musatov, V. I.; Orlov, V. D. J. Org. Pharm. Chem. 2006, 4, 2(14), 24.
Gella, I. M.; Bui, O. D.; Mirnyi, A. V.; Shishkina, S. V.; Shishkin, O. V.; Orlov, V. D. Chem. Heterocycl. Compd. 2013, 49, 302. [Khim. Geterotsikl. Soedin. 2013, 327.]
Orlov, V. D.; Roberman, A. I.; Rybachenko, A. I.; Lavrushin, V. F. Chem. Heterocycl. Compd. 1977, 13, 1230. [Khim. Geterotsikl. Soedin. 1977, 1538.]
Orlov, V. D.: Roberman, A. I.; Lavrushin, V. F. USSR Author’s Certificate 749827; Byul. Izobret. 1988, (27).
Orlov, V. D.: Roberman, A. I. Dokl. Akad. Nauk SSSR 1979, 246, 888.
Gella, I. M.; Vakula, V. N.; Orlov, V. D. Chem. Heterocycl. Compd. 1981, 17, 932. [Khim. Geterotsikl. Soedin. 1980, 1245.]
Gella, I. M.; Vakula, V. N.; Orlov, V. D. Chem. Heterocycl. Compd. 1987, 23, 358. [Khim. Geterotsikl. Soedin. 1987, 422.]
Orlov, V. D.; Aziz, M. A. Chem. Heterocycl. Compd. 1982, 18, 74. [Khim. Geterotsikl. Soedin. 1982, 88.]
Orlov, V. D.; Kotlyar, V. N.; Surov, Yu. N.; Shkumat, A. P. Visn. Kharkiv Nats. Un-tu. Ser. “Khimiya” 2006, 14(37), 94.
Gella, I. M.; Razak Yaya Amadu; Cherkaev, G. V.; Fialkova, S. V.; Orlov, V. D. Chem. Heterocycl. Compd. 1997, 33, 1425. [Khim. Geterotsikl. Soedin. 1997, 1650.]
Amadou Rezak Yaya; Doroshenko, А. О.; Gella, I. M.; Orlov, V. D. Funct. Mater. 2000, 7, 862.
Marrugo Gonzales, А. J.; Orlov, V. D.; Matsakov, А. Yu. Visn. Kharkiv Nats. Un-tu. Ser. “'Khimiya” 2008, 16(39), 233.
Marrugo Gonzalez, A. J.; Orlov, V. D.; Doroshenko, A. O. Funct. Mater. 2008, 15, 299.
Orlov, V. D.; Yaremenko, F. G.; Lavrushin, V. F. Chem. Heterocycl. Compd. 1980, 16, 1128. [Khim. Geterotsikl. Soedin. 1980, 1489.]
Orlov, V. D.; Yaremenko, F. G.; Lishtvan, N. V.; Surov, Yu. N. Chem. Heterocycl. Compd. 1981, 17, 1202. [Khim. Geterotsikl. Soedin. 1981, 1641.]
Orlov, V. D.; Yaremenko, F. G.; Kolos, N. N.; Pivnenko, N. S.; Lavrushin, V. F. Chem. Heterocycl. Compd. 1980, 16, 424. [Khim. Geterotsikl. Soedin. 1980, 424.]
Zbruyev, A. I.; Shishkin, O. V.; Doroshenko, A. O.; Desenko, S. M.; Chebanov, V. A. J. Photochem. Photobiol. A: Chem. 2018, 353, 469.
Orlov, V. D.; Vorob'eva, N. P.; Tishchenko, A. A.; Krainov, I. P. J. Appl. Spectr. 1991, 54, 403. [Zh.. Prikl. Spektroskopii 1991, 54, 638.]
Orlov, V. D.; Kaluski, Z.; Figas, É.; Vorob'eva, N. P.; Bakumenko, A. I.; Yaremenko, F. G. Chem. Heterocycl. Compd. 1991, 27, 849. [Khim. Geterotsikl. Soedin. 1991, 1060.]
Orlov, V. D.; Vorob'eva, N. P.; Tishchenko, A. A.; Pikalev, O. M.; Popov, V. I.; Yagupol'skii, L. M. Chem. Heterocycl. Compd. 1991, 27, 942. [Khim. Geterotsikl. Soedin. 1991, 1179.].
Orlov, V. D.; Yaremenko, F. G.; Tlakhun, M.; Vorob'eva, N. P; Zolotarev, B. M. Chem. Heterocycl. Compd. 1984, 20, 542. [Khim. Geterotsikl. Soedin. 1984, 673.]
Zbruev, A. I.; Desenko, S. M.; Doroshenko, A. O.; Vaschenko, V. V. J. Korean Assoc. Radiat. Prot. 2005, 30, 31.
Chebanov, V. A.; Zbruyev, A. I.; Desenko, S. M.; Orlov, V. D.; Yaremenko, F. G. Curr. Org. Chem. 2008, 792.
Zbruev, A. I.; Vaschenko, V. V.; Andryuschenko, A. A.; Desenko, S. M.; Musatov, V. I.; Knyazeva, I. V.; Chebanov, V. A. Tetrahedron 2007, 63, 4297.
Kotlyar, V. M.; Kolomoitsev, O. O.; Nikolaievskyi, D. V.; Pedan, P. I.; Chumak, A. Yu.; Orlov, V. D.; Shishkina, S. V.; Doroshenko, A. O. J. Mol. Struct. 2019, 1180, 741.
Yaremenko, F. G; Orlov, V. D.; Kolos, N. N.; Lavrushin, V. F. Chem. Heterocycl. Compd. 1979, 15, 697. [Khim. Geterotsikl. Soedin. 1979, 848.]
Orlov, V. D.; Kolos, N. N.; Yaremenko, F. G; Lavrushin, V. F. Chem. Heterocycl. Compd. 1980, 16, 547. [Khim. Geterotsikl. Soedin. 1980, 687.]
Orlov, V. D.; Kolos, N. N.; Lavrushin, V. F. Chem. Heterocycl. Compd. 1981, 17, 617. [Khim. Geterotsikl. Soedin. 1981, 827.]
Marrugo Gonzalez, A. J.; Orlov, V. D.; Doroshenko, A. O. J. Org. Pharm. Chem. 2008, 6, 2 (22), 67.
Orlov, V. D.; Desenko, S. M.; Kolos, N. N. Chem. Heterocycl. Compd. 1984, 20, 106. [Khim. Geterotsikl. Soedin. 1984, 126.]
Orlov, V. D.; Desenko, S. M. Chem. Heterocycl. Compd. 1985, 21, 1377. [Khim. Geterotsikl. Soedin. 1985, 1673.]
Desenko, S. M. Doctor of Chemical Sciences thesis; Kharkiv, 1996.
Orlov, V. D.; Kolos, N. N.; Zhidkova, E. V.; Papiashvili, I. Z. Chem. Heterocycl. Compd. 1991, 27, 205. [Khim. Geterotsikl. Soedin. 1991, 250.]
Orlov, V. D.; Kiroga, Kh.; Kolos, N. N. Chem. Heterocycl. Compd. 1987, 23, 304. [Khim. Geterotsikl. Soedin. 1987, 363.]
Orlov, V. D.; Desenko, S. M.; Kiroga, Kh. Chem. Heterocycl. Compd. 1987, 23, 311. [Khim. Geterotsikl. Soedin. 1987, 370.]
Orlov, V. D.; Kiroga, Kh.; Marrugo, A.; Kolos, N. N.; Iksanova, S. V. Chem. Heterocycl. Compd. 1987, 23, 1254. [Khim. Geterotsikl. Soedin. 1987, 1563.]
Orlov, V. D.; Kolos, N. N.; Desenko, S. M.; Lavrushin, V. F. Chem. Heterocycl. Compd. 1982, 18, 631. [Khim. Geterotsikl. Soedin. 1982, 830.]
Orlov, V. D.; Kolos, N. N.; Zolotarev, B. M. Chem. Heterocycl. Compd. 1983, 19, 318. [Khim. Geterotsikl. Soedin. 1983, 390.]
Orlov, V. D.; Desenko, S. M.; Pivnenko, N. S. Chem. Heterocycl. Compd. 1987, 23, 899. [Khim. Geterotsikl. Soedin. 1987, 1122.]
Kolos, N. N.; Orlov, V. D.; Chebanov, V. A.; Kulikov, A. Yu. Chem. Heterocycl. Compd. 1996, 32, 838. [Khim. Geterotsikl. Soedin. 1996, 978.]
Kolos, N. N.; Chebanov, V. A.; Orlov, V. D. Chem. Heterocycl. Compd. 1999, 35, 1085. [Khim. Geterotsikl. Soedin. 1999, 1230.]
Kolos, N. N.; Orlov, V. D.; Arisa, D.; Shishkin, O. V.; Struchkov, Yu. T.; Vorob'eva, N. P. Chem. Heterocycl. Compd. 1996, 32, 78. [Khim. Geterotsikl. Soedin. 1996, 87.]
Desenko, S. M.; Orlov, V. D.; Gaponik, P. N.; Karavai, V. P. Chem. Heterocycl. Compd. 1990, 26, 1278. [Khim. Geterotsikl. Soedin. 1990, 1533.]
Kolos, N. N.; Paponov, B. V.; Orlov, V. D.; Lvovskaya, M. I.; Doroshenko, A. O.; Shishkin, O. V. J. Mol. Struct. 2006, 785, 114.
Kolos, N. N.; Orlov, V. D.; Yuzefovskaya, E. Ya.; Yaremenko, F. G.; Vorob'eva, N. P.; Shishkin, O. V.; Struchkov, Yu. T.; Ivkov, S. M. Chem. Heterocycl. Compd. 1995, 31, 827. [Khim. Geterotsikl. Soedin. 1995, 950.]
Kolos, N. N.; Shishkin, O. V.; Orlov, V. D.; Struchkov, Yu. T. Chem. Heterocycl. Compd. 1995, 31, 485. [Khim. Geterotsikl. Soedin. 1995, 551.]
Kolos, N. N.; Orlov, V. D.; Yur'eva, E. Yu.; Zhidkova, E. V. Chem. Heterocycl. Compd. 1993, 29, 1210. [Khim. Geterotsikl. Soedin. 1993, 1414.]
Chebanov, V. A.; Desenko, S. M.; Shishkin, O. V.; Kolos, N. N.; Komykhov, S. A.; Orlov, V. D.; Meier, H. J. Heterocycl. Chem. 2003, 40, 25.
Desenko, S. M.; Orlov, V. D.; Lipson, V. V.; Kaganovskiy, A. S. Dokl. Akad. Nauk USSR 1990, (7), 44.
Desenko, S. M.; Orlov, V. D.; Lipson, V. V. Chem. Heterocycl. Compd. 1990, 26, 1362. [Khim. Geterotsikl. Soedin. 1990, 1639.]
Desenko, S. M.; Orlov, V. D.; Lipson, V. V.; Shishkin, O. V.; Potekhin, K. A.; Struchkov, Yu. T. Chem. Heterocycl. Compd. 1993, 29, 95. [Khim. Geterotsikl. Soedin. 1993, 109.]
Desenko, S. M.; Orlov, V. D.; Lipson, V. V.; Shishkin, O. V.; Lindeman, S. V.; Struchkov, Yu. T. Chem. Heterocycl. Compd. 1993, 29, 588. [Khim. Geterotsikl. Soedin. 1993, 688.]
Desenko, S. M.; Orlov, V. D.; Estrada, J.; Ivkov, S. M. Chem. Heterocycl. Compd. 1991, 27, 555. [Khim. Geterotsikl. Soedin. 1991, 694.]
Yaremenko, F.; Beryozkina, T.; Khvat, A.; Svidlo, I.; Shishkin, O.; Shishkina, S.; Orlov, V. J. Mol. Struct. 2008, 874, 57.
Orlov, V. D.; Desenko, S. M.; Kruglenko, V. P.; Gnidets, V. P.; Klyuev, N. A.; Povstyanoi, M. V. Chem. Heterocycl. Compd. 1986, 22, 927. [Khim. Geterotsikl. Soedin. 1986, 1136.]
Kolos, N. N.; Orlov, V. D.; Paponov, B. V.; Baumer, V. N.; Chem. Heterocycl. Compd. 1998, 34, 1189. [Khim. Geterotsikl. Soedin. 1998, 1397.]
Kolos, N. N.; Orlov, V. D.; Paponov, B. V.; Baumer, V. N.; Shishkin, O. V.; Kvashnitskaya, N. A. Chem. Heterocycl. Compd. 1999, 35, 708. [Khim. Geterotsikl. Soedin. 1999, 796.]
Kolos, N. N.; Beryozkina, T. V.; Orlov, V. D. Mendeleev Commun. 2002, 91.
Kolos, N. N.; Orlov, V. D.; Paponov, B. V.; Shishkin, O. V. Chem. Heterocycl. Compd. 1999, 35, 1207. [Khim. Geterotsikl. Soedin. 1999, 1338.]
Kolos, N. N.; Tishchenko, A. A.; Orlov, V. D.; Berezkina, T. V.; Shishkina, S. V.; Shishkin, O. V. Chem. Heterocycl. Compd. 2001, 37, 1289. [Khim. Geterotsikl. Soedin. 2001, 1407.]
Kolos, N.; Beryozkina, T.; Orlov, V. Heterocycles 2003, 60, 2115.
Beryozkina, T. V.; Kolos, N. N.; Orlov, V. D.; Zubatyk, R. I.; Shishkin, O. V. Phosphorus, Sulfur Silicon Relat. Elem. 2004, 179, 2153.
Kolos, N. N.; Kovalenko, L. U.; Borovskoy, V. A. Chem. Heterocycl. Compd. 1972, 8, 1437. [Khim. Geterotsikl. Soedin. 1972, 1587.]
Kolosov, M. A.; Orlov, V. D.; Beloborodov, D. A.; Dotsenko, V. V. Mol. Diversity 2009, 13, 5.
Kolosov, M. A.; Orlov, V. D.; Vashchenko, V. V.; Shishkina, S. V.; Shishkin, O. V. Collect. Czech. Chem. Commun. 2007, 72, 1219.
Kolosov, M. A.; Orlov, V. D. Chem. Heterocycl. Compd. 2008, 44, 1418. [Khim. Geterotsikl. Soedin. 2008, 1741.]
Kharchenko, J. V.; Detistov, O. S.; Orlov, V. D. J. Comb. Chem. 2009, 11, 216.
Orlov, V. D.; Kharchenko, Yu. V.; Gella, I. M.; Omel'chenko, I. V.; Shishkin, O. V. Chem. Heterocycl. Compd. 2012, 48, 1204. [Khim. Geterotsikl. Soedin. 2012, 1292.]
Yaremenko, F. G.; Khvat, A. V. Mendeleev Commun. 1994, 5, 186.
Natarov, V. V.; Yaremenko, F. G.; Khvat, O. V.; Orlov, V. D. UA Patent 14704A.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(4/5), 312–323
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Kolos, N.N., Komykhov, S.A. Contributions by Professor V. D. Orlov to the chemistry of nitrogen heterocycles. Chem Heterocycl Comp 55, 312–323 (2019). https://doi.org/10.1007/s10593-019-02460-2
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DOI: https://doi.org/10.1007/s10593-019-02460-2