Emeritus Professor of Organic Chemistry
Uludag University
Department of Chemistry, 16059
Bursa, Turkey
RESEARCH INTERESTS
Mechanistic and synthetic organic and organometallic chemistry. Development of new methods for organic synthesis, with particular emphasis on physical-organic studies of reactivity and selectivity. Effect of factors as substituents, solvents, concentration and catalysts on the diastereoselectivity of organic reactions. Rearrangement reactions. Stereoselective synthesis of natural products.
EMPLOYMENT
2o11-present: Uludag University
2010-2011: SFSU CA USA
Faculty
1989-2024: Uludağ University
Professor of Organic Chemistry (September 1999-present)
Associated Professor (May 1993-September 1999)
Assistant Professor (December 1989-September 1993)
1987-1989: University of Plovdiv Paisiy Hilendarsky
Assistant Professor (March 1987-June 1989)
EDUCATION
1989-1994: University of Uludağ, Bursa, Turkey.
Degree awarded: Ph.D.
Research advisor: Professor Doğan Sümengen
Thesis title: Synthesis and Reactions of 1,2,3,4-Tetrahydro-4-phenylisoquinolin-3-ones, 4-arylisoquinolinium salts, imidazoline 3-oxides and 5,6-dihydro-4H-1,2,5-oxadiazinanes.
1987-1989: Plovdiv University, Plovdiv, Bulgaria.
Aspirant:
Thesis title: Application of imminium salts in the synthesis of heterocyclic compounds
Research advisors: Professor Nikola M. Mollov and Atanas P. Venkov
1980-1984: Plovdiv University, Plovdiv, Bulgaria.
Degree awarded: B.S. in chemistry
Research advisor: Asoc.Professor Elena Gergova
AWARDS AND HONORS
ADMINISTRATIVE FUNCTIONS AND COUNCIL MEMBERSHIPS:
EDITORIAL BOARD OF REFEREES MEMBERSHIPS:
PERSONAL
Born October 21, 1960, Bulgaria. Married to Sevinç on April 26, 1981. A daughter and son (Tezcan and Mümin)
LIST OF PUBLICATIONS:
1.Venkov, A.P.; Coşkun, N. (formerly D. Vodenicharov). A New Synthesis of 1,2,3,4-Tetrahydro-2-methyl-4-phenylisoquinolines. Synthesis, 1990, 253–255.
2. Venkov A.P.; Coşkun, N. (formerly D. Vodenicharov); Ivanov I. Synthesis of 4-aryl- 1,4-dihydro-3(2H)-isoquinolinones by Oxidative Cyclization of N-Benzylarylacetamides. Synthesis,1991, 476–478.
3. Coşkun,N.; Sümengen, D. A New Synthesis of N-Substituted 1,2,3,4-tetrahydro-4-phenylisoquinolin-3-ones. Synthetic Communications, 1993, 23 (10), 1393–1402.
4. Coşkun,N.; Sümengen, D. New Methods for the Synthesis of Imidazolin-N-oxides. Synthetic Communications, 1993, 23 (12), 1699–1706.
5.Coşkun,N.; Sümengen, D. A Convenient synthesis of 1,2,3,4-Tetrahydro-4-arylisoquinolin-4-ol Derivatives. Chimica Acta Turcica, 1996, 24, 151–154.
6. Coşkun,N.; Asutay, O.; Sümengen, D. New synthesis of 1,2,4-Triarylimidazole Derivatives. Chim. Acta Turc., 1996, 24, 165-167.
7. Coşkun,N.; Tirli, F. Reactivity of Benzylic Acylammonium Chlorides. A Novel Method for the Synthesis of N-
phenacylamides. Synthetic Communications, 1997, 27 (1), 1–9.
8. Coşkun,N. Regio and Diastereoselective Addition of Imidazolin 3-oxides to Aryl Isocyanates. Tetrahedron Letters, 1997, 38 (13), 2999–2302.
9. Coşkun,N. Regio and Diastereoselective Addition of Imidazolin 3-oxides to Aryl Isocyanates. Tetrahedron, 1997, 53 (40), 13873–13882.
10. Coşkun,N.; Asutay, O. A Novel Synthesis of 1,4-Diaryl and 1,2,4-Triaryl-Δ3-imidazoline-3-oxides.Chmiica Acta Turcica,1997, 25, 69–72.
11.Coşkun,N.;, Büyükuysal, L. Synthesis of 7,12-Dihydro-12-phenyl-5H-6,12-methanodibenz[c,f]azocines via N,N-dibenzylphenacylamines. Heterocycles, 1998, 48 (1), 53–59.
12. Coşkun,N.; Ay, M. Regio and Diastereoselective 1,3-dipolar Cycloaddition of Imidazoline 3-Oxides to Styrene.Heterocycles, 1998, 48 (3), 537–544
13. Coşkun,N.; Asutay,O. Convenient Synthesis of 1,4-Diaryl and 1,2,4-Triaryl-Δ3-imidazoline-3-oxides.Chim. Acta Turc.,1999, 27 (1), 17-23.
14.Coşkun,N. Reactivity of bis(Arylcarbamoyl)-phenacylamine oximes. Synthesis of 1,3-Dihydroimidazol-2-ones and N-Unsubstituted O-Arylcarbamoylhydroxylamines. Tetrahedron, 1999, 55 (2), 475–484.
15.Coşkun,N.; Arıkan, N. Direct Conversion of Aldehydes into Nitriles via O-Phenylcarbamoylated Aldoximes. Tetrahedron,1999, 55 (40), 11943–11948.
16. Coşkun,N.; Tirli Tat, F.; Özel, Ö. Beckmann Fragmentation of Diphenylcarbamoylated N-Aryldiphenacylamine dioximes. New Method for the Synthesis of Imidazooxadiazolones. Synthetic Communications, 1999, 29 (22), 3889–3894.
17. Coşkun,N.; Tirli, F.; Özel,Ö.; Ülkü, D.; Arıcı, C. The first examples of di- and cis-triaryl-3a,4,5,6-tetrahydroimidazo[1,5-b]isoxazoles and their ring opening reactions. Tetrahedron Letters, 2000, 41 (28), 5407–5409.
18. Coşkun,N.; Tirli Tat, F.; Özel Güven, Ö. Synthesis of di- and cis triaryl-3a-4,5,6-tetrahydroimidazo[1,5-b] isoxazoles and their ring-opening reactions. Tetrahedron, 2001, 57 (16), 3413–3417.
19. Coşkun,N.; Tirli Tat, F.; Özel Güven. Ö. The first regio-and diastreoselective synthesis of homochiral perhydroimidazoisoxazoles via the 1,3-dipolar cycloaddition of imidazoline 3-oxides with (1S)-(-)-β-pinene. Tetrahedron: Asymmetry, 2001, 12 (10), 1463–1467
20. Coşkun,N. Secondary Amine Mediated Ring-Opening of Tetrahydroimidazo[1,5-b][1,2,4] oxadiazol-2 (1H)-ones. Turk. J. Chem., 2001, 25 (3), 267-272. 21. Coşkun,N.; Arıkan, N. Search for a nonelectrocyclic cyclization of nitrostyrene Rearrangements of Michael adducts from DMAD and α-dialkylamino oximes. Turk. J. Chem., 2003, 27 (1), 15-20.
22.Coşkun,N.; Er, M. Efficent and chemoselective alkylbromoacetate-Zn mediated transesterification method. Tetrahedron,2003, 59 (19), 3481–3485. 23.Coşkun, N.; Tirli Tat, F. Synthesis and ring opening reactions of tetrahydroimidazo-[1,5-b][1,2,4]oxadiazol-2(1H)-thiones.Phosphorus Sulfur And Sılıcon,2003, 178, (4), 881–886.
24. Coşkun,N.; Tirli Tat, F. Synthesis and reactivity of tetrahydroimidazo [1,5-b][1,2,4]oxadiazol-2(1H)-thiones. Turk J Chem., 2004, 28, (1), 1-7.
25. Coşkun,N.; Yılmaz, B. Synthesis of 4-Oxo-3a,4,5,6-tetrahydroimidazo[1,5-b]isoxazole-3-carboxylic Acid Esters. Synthetic Communications, 2004, 34, (9), 1617–1623.
26. Coşkun,N.; Mild and Efficient Method for the Synthesis of Nitriles. Synthetic Communications, 2004, 34, (9), 1625–1630.
27. Aygün, M.; Karabiyik, H.; Coşkun,N. Conformational And StructuralAnalysis Of 6-(4-Methoxy-phenyl)-1,5,7a-triphenyl-tetrahydroimidazo[1,5-b][1,2,4]oxadiazol-2-one. Spectroscopy Letters, 2004, 37, (6), 553–564.
28. Coşkun,N.; Çetin, M. Synthesis of 2-aryl-1,2,3,4-tetrahydroquinazolin-1-ols and their conversion to 7-aryl-9H-6-oxa-5,8-diaza-benzocycloheptenes. Tetrahedron Letters, 2004, 45 (49), 8973–8975.
29. Karabıyık, H.; Aygün, M.; Coşkun,N.; Kazak, C. Crystallographic and conformational analysis of 2-methyl-3-(2-nitro-phenyl)-4-phenyl-[1,2,4]oxadiazolidin-5-one. Journal of Chemical Crystallography, 2005, 35, (8), 577–582.
30. Coşkun,N.; Kızılkuşak, Y.T. Novel Methods for the Synthesis of 4-Arylisoquinolinium Perchlorates and 4-Arylisoquinolin-1-ones. Synthetic Communications, 2005, 35 (18), 2435–2443.
31. Coşkun,N.; Parlar, A. One-Pot Synthesis and Hydroxylaminolysis of Asymmetrical Acyclic Nitrones. Synthetic Communications, 2005, 35 (18), 2445–2451.
32. Coşkun,N.; Er, M. New Alkoxyzinc Salts Mediated Chemoselective Transesterification Reactions. Turk J Chem., 2005, 29 (5), 455 - 461.
33. Coşkun,N.; Tunçman, S. Synthesis of stable azomethine ylides by the rearrangement of 1,3-dipolar cycloadducts of 3,4-dihydroisoquinoline-2-oxides with DMAD. Tetrahedron, 2006, 62, 1345–1350.
34. Coşkun,N.; Mert, H.; Arıkan, N. Dipolar cycloadditions of imidazoline 3-oxides with N-arylmaleimides. Synthesis and diethylamine induced ring-opening of exo and endo hexahydro-7-oxa-2,5,6a-triaza-cyclopenta[a]pentalene-1,3-diones.Tetrahedron, 2006, 62 (7), 1351–1359.
35. Coşkun,N.; Parlar, A. Cycloaddition of acyclic nitrones with phenyl isocyanate: Synthesis and ring-opening reactions of 1,2,4-oxadiazolidin-5-ones. Synthetic Communications, 2006, 36, (8), 997–1004.
36.Coşkun,N.; Parlar, A,; Karabiyik, H.; Aygun, M.; Buyukgungor, O. Supramolecular architecture of phenylcarbamoylated acetone oxime 1,1-diisopropyl-3-phenylurea] complex.
Structural Chemistry, 2006, 17, (4), 431–438.
37. Coşkun,N.; Ozturk, A. Synthesis and new rearrangements of 4-isoxazolin-4,5-dicarboxylic acid derivatives. Tetrahedron,2006, 62, (51), 12057–12063.
38. Coşkun,N.; Öztürk, A. Substituent control in the diastereoselectivity of dipolar cycloadditions of nitrones and their Zn(II) complexes with N-arylmaleimides. Tetrahedron, 2007, 63, (6), 1402–1410.
39. Coşkun,N.; Çetin, M. A New Regioselective Synthesis and Ambient Light Photochemistry of Quinazolin-1-oxides.Tetrahedron, 2007, 63, (14), 2966–2972.
40. Coşkun,N.; Asutay, O. Imidazolidin-1-oles, N-2-aminoethyl nitrones and 1,2,5-oxadiazinanes. A novel ring–chain tautomerism. Tetrahedron Letters, 2007, 48, (29), 5151–5155.
41.Coşkun, N.; Cetin, M. Rearrangements of tetrahydroimidazo[1,5-b]isoxazole-2,3-dicarboxylates to pyrrolo[1,2-e]imidazol-6-ols, precursors of 2,5-dihydro-1H-pyrrole derivatives, Tetrahedron, 2009 , 65, 648-658.
42. Karabıyık H, Gökçe AG, Coşkun, N.; et al., Supramolecular Architecture in the 1:1 Co-Crystallization of 6,7-Dimethoxy-2-methyl-4-phenylisoquinolinium Cation with Perchlorate Anion
J. Chem. Cryst, 2009, 39, 279-284.
43. Coşkun, N.; Aksoy, Ç. Imidazolidin-1-ol, nitrone and oxadiazinane ring-chain-ring tautomeric dynamic combinatorial library, Tetrahedron Lett. 2009, 50, 3008-3012.
44. Coşkun, N.; Çetin, M. Thermal rearrangements of tetrahydroimidazo[1,5-b]isoxazole-2,3-dicarboxylates. Synthesis of3H-imidazol-1-ium ylides and their silver complexesTetrahedron, 2010, 66, 2053-2060
45.Er, M; Coskun, N cis-(-)-Menthyl phenylglycidates in the asymmetric synthesis of taxol side chain Arkivoc, 2009, 153-160
46.Er, M; Coskun, N,Substituent Effect on the Asymmetric Induction with (1R,2S,5R)-and (1S,2R,5S)-menthol Auxiliaries J. Chem. Soc. of Pakistan,2010, 32, 198-208
47. Asutay, O; Coskun, N: Selective reduction of 1,4-diarylimidazoline-3-oxides to imidazolidin-1-ols and hydroxylamine derivatives MONATSHEFTE FUR CHEMIE 2010, 141, 901-905
48. Coşkun, N.;Erden, I. An efficient catalytic method for fulvene synthesis. Tetrahedron 2011,67, (45), 8607-8614.
49. Coşkun, N.;Ma, J.; Azimi, S.; Gaertner, C.; Erden, I. 1,2-Dihydropentalenes from Fulvenes by [6+2] Cycloadditions with 1-Isopropenylpyrrolidine. Organic Letters 2011,13, (22), 5952-5955.
PRESENTATIONS:
Intermediates in the Synthesis of Isoquinolines. 35thIUPAC Congress, 1995, İstanbul, 538.
8. Coşkun, N. Synthesis structure And Reactions of some 1,3-Dipolar Cycloadducts of Imidazoline-3-oxides. Mustafa Kemal University-International Organic Chemistry Meeting, March 25-28, 2002, Antakya, Hatay-TURKEY.
9. Coşkun, N.; Asutay, O.; Sümengen, D. Δ3-Imidazolin-3-oxid Sentezleri. X. National Chemistry congress 1994, Bursa.
10. Coşkun, N. 7,12-Dihydro-12-sübstitüe-5H-6,12-metanodibenz[c,f]azocine Sentezleri. X. National Chemistry congress,Eylül 1994, Bursa.
11. Coskun,N. Regio and Diastereoselective 1,3-Dipolar Cycloaddition of Imidazoline N-oxides to Aryl Isocyanates. XI. National Chemistry congress, 1997, Van, 178.
12. Coskun, N.;Ay, M. Regio and Diastereoselective 1,3-Dipolar Cycloaddition of Styrene to Imidazoline N-oxides. XI. National Chemistry congress, 1997, Van, 221.
13. Coşkun, N. Abnormal Beckmann Rearrangement of N-Aryl-N,N-Diphenacylamine Dioximes. New Routs for the Synthesis of 1,2,5-Oxadiazines and Imidazooxadiazolones. XI. National Chemistry congress, 1997, Van, 579.
14. Coşkun,N. Ispir, A.H. Synthesis of Imidazo[1,5-b]oxadiazol-2(1H)-ones and Their conversions to Imidazoles. XI. National Chemistry congress, 1997, Van, 580.
15. Coşkun, N.;Asutay, O. A New Synthesis of 1,3,4-Trisubstituted-1,3-dihydroimidazol-2-ones. XI. National Chemistry congress, 1997, Van, 581.
16. Coşkun,N.; Asutay, O. A Novel Synthesis of Imidazoles by SiO2Catalized Thermal Vacuum Dehydration of Imidazoline N-Oxides. XI. National Chemistry congress, 1997, Van, 619.
17.Tat, F.T.; Güven, Ö.Ö.; Coşkun, N.* Diastereoselective 1,3-Dipolar cycloaddition of imidazoline 3-oxides to dimethylacetylenedicarboxylate. XIII. National Chemistry congress, 31 august - 1 September 1999, Samsun.
18. Coşkun,N.; Arıkan, N. A New Method For the conversion of aldehydes into nitriles.XIII. Ulusal Kimya Kongresi, 31 august - 1 September 1999, Samsun.
19. Coşkun, N. First examples of oxyranone derivatives via rearrangement of O-phenylcarbamoylated α-dialkylaminoacetopheneone oximes. XIII. Ulusal Kimya Kongresi, 31 august - 1 September 1999, Samsun.
20. Coşkun,N.; Arıkan, N. Rearrangement of α-Dialkylaminoacetophenone oximes in the presence of DMAD synthesis of dimethyl Dialkylaminomethylenoxi-1,4-butendioate. XIV. National Chemistry congress, 10-15 September 2000, Diyarbakır.
21. Coşkun,N.; Tirli Tat, F. Rearrangement of Di-and cis Triaryl-3A,4,5,6-Tetrahydroimidazo[1,5-b] isoxazoles. XIV. National Chemistry congress, 10-15 September 2000, Diyarbakır.
22. Coşkun, N.; Tirli Tat, F.; Özel Güven, Ö. Regio and Enantioselective addition of (1S)-β-pinene to di-and triarylimidazoline 3-oxides. XIV. National Chemistry congress, 10-15 September 2000, Diyarbakır.
23. Coşkun, N.; Er, M. Selective crossesterification of 3A,4,5,6-tetrahydroimidazo [1,5-b]isoxazole-2,3-dicarboxylic Acid Dimethyl ester derivatives at the reformatsky reaction conditions. XVI. National Chemistry congress, 10-13 Septemberl2002, Konya, 607.
RESEARCH PROJECTS:
1. Synthesis ofN-Substituted-1,2,3,4-tetrahydro-4-arylisoquinoline derivatives and evaluation of their antidepressant activity. Uludağ University Research Fund Project No 91/27.
2. Synthesis and investigation of the pharmacological effects of 4-arylisoquinoline derivatives.
Turkish scientific and technological research council (TUBİTAK), project No: SBAG-1451.
3. Synthesis and investigation of the antimicrobial activities of 1,4-diaryl- and 1,2,4-Triarylimidazolin N-oxides.Uludağ University Research Fund Project No: 97/24.
4. Synthesis of taxol side chain analogues.Uludağ University Research Fund Project No: 2000/36.
5. Synthesis of isocitric and citric acids. Uludağ University Research Fund Project No: 2000/38.
6.An investigation on the Baccatin III content of Taxus Bacata'nın growing in Uludağ mountain. Uludağ University Research Fund Project No: 2000/35.
7. An investigation on the Hetero Diels Alder reactions of oxocarboxylic acid enol ethers. Uludağ University Research Fund Project No: 2000/37.
8. Synthesis of taxol analogues and evaluation of their anticancer activities. State planning organization project No: 2001/02.
9. Rearrangements of tetrahydroimidazo[1,5-b]isoxazoles: Synthesis of stable 3H-imidazol-1-ium ylides, precursors of bidentate NHCs. Turkish scientific and technological research council (TUBİTAK), project No: 107T840 (2008-).