Prof. Dr. Necdet COSKUN
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: Uludag 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 Uludag, Bursa, Turkey.
Degree awarded: Ph.D.
Research advisor: Professor Dogan 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
- Member of American Chemical Society (2008)
- Uludag University Scientific Award (2006)
- Uludag University Scientific Award (2005)
- Uludag University Scientific Award (2004)
- Turkish Jouranilsts’ Scientific Award (1999)
- Turkish Jouranilsts’ Scientific Award (1999)
- Bursa Rotary Clubs profession Award (1999)
- National (Bulgaria) young scientist award (1989)
ADMINISTRATIVE FUNCTIONS AND COUNCIL MEMBERSHIPS:
- 1993–1995 Vice chair of the Chemistry department
- 1998–2001 Chair of Organic Chemistry group
- 2004–2007 Chair of Organic Chemistry group
- 2007-2010 Chair of Organic Chemistry group
- 2004–2007 Faculty council member
- 2007-2010 Faculty council member
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EDITORIAL BOARD OF REFEREES MEMBERSHIPS:
- Tetrahedron
- Tetrahedron Letters
- Tetrahedron: Asymmetry
- Organic Communications (Editorial Board)
- ARKIVOC
- Turkish Journal of Chemistry
- Journal of Heterocyclic Chemistry
- Monatshefte fur Chemie
- Synthetic communications
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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.; Coskun, 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.; Coskun, 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. Coskun,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. Coskun,N.; Sümengen, D. New Methods for the Synthesis of Imidazolin-N-oxides. Synthetic Communications, 1993, 23 (12), 1699–1706.5.Coskun,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. Coskun,N.; Asutay, O.; Sümengen, D. New synthesis of 1,2,4-Triarylimidazole Derivatives. Chim. Acta Turc., 1996, 24, 165-167.
7. Coskun,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. Coskun,N. Regio and Diastereoselective Addition of Imidazolin 3-oxides to Aryl Isocyanates. Tetrahedron Letters, 1997, 38 (13), 2999–2302.
9. Coskun,N. Regio and Diastereoselective Addition of Imidazolin 3-oxides to Aryl Isocyanates. Tetrahedron, 1997, 53 (40), 13873–13882.
10. Coskun,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.Coskun,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. Coskun,N.; Ay, M. Regio and Diastereoselective 1,3-dipolar Cycloaddition of Imidazoline 3-Oxides to Styrene.Heterocycles, 1998, 48 (3), 537–544
13. Coskun,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.Coskun,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.Coskun,N.; Arikan, N. Direct Conversion of Aldehydes into Nitriles via O-Phenylcarbamoylated Aldoximes. Tetrahedron,1999, 55 (40), 11943–11948.
16. Coskun,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. Coskun,N.; Tirli, F.; Özel,Ö.; Ülkü, D.; Arici, 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. Coskun,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. Coskun,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. Coskun,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. Coskun,N.; Arikan, 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.Coskun,N.; Er, M. Efficent and chemoselective alkylbromoacetate-Zn mediated transesterification method. Tetrahedron,2003, 59 (19), 3481–3485. 23.Coskun, N.; Tirli Tat, F. Synthesis and ring opening reactions of tetrahydroimidazo-[1,5-b][1,2,4]oxadiazol-2(1H)-thiones.Phosphorus Sulfur And Silicon,2003, 178, (4), 881–886.
24. Coskun,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. Coskun,N.; Yilmaz, 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. Coskun,N.; Mild and Efficient Method for the Synthesis of Nitriles. Synthetic Communications, 2004, 34, (9), 1625–1630.
27. Aygün, M.; Karabiyik, H.; Coskun,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. Coskun,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. Karabiyik, H.; Aygün, M.; Coskun,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. Coskun,N.; Kizilkusak, Y.T. Novel Methods for the Synthesis of 4-Arylisoquinolinium Perchlorates and 4-Arylisoquinolin-1-ones. Synthetic Communications, 2005, 35 (18), 2435–2443.
31. Coskun,N.; Parlar, A. One-Pot Synthesis and Hydroxylaminolysis of Asymmetrical Acyclic Nitrones. Synthetic Communications, 2005, 35 (18), 2445–2451.
32. Coskun,N.; Er, M. New Alkoxyzinc Salts Mediated Chemoselective Transesterification Reactions. Turk J Chem., 2005, 29 (5), 455 - 461.
33. Coskun,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. Coskun,N.; Mert, H.; Arikan, 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. Coskun,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.Coskun,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. Coskun,N.; Ozturk, A. Synthesis and new rearrangements of 4-isoxazolin-4,5-dicarboxylic acid derivatives. Tetrahedron,2006, 62, (51), 12057–12063.
38. Coskun,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. Coskun,N.; Çetin, M. A New Regioselective Synthesis and Ambient Light Photochemistry of Quinazolin-1-oxides.Tetrahedron, 2007, 63, (14), 2966–2972.
40. Coskun,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.Coskun, 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. Karabiyik H, Gökçe AG, Coskun, 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. Coskun, N.; Aksoy, Ç. Imidazolidin-1-ol, nitrone and oxadiazinane ring-chain-ring tautomeric dynamic combinatorial library, Tetrahedron Lett. 2009, 50, 3008-3012.
44. Coskun, 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. Coskun, N.;Erden, I. An efficient catalytic method for fulvene synthesis. Tetrahedron 2011,67, (45), 8607-8614.
49. Coskun, 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:
- Venkov, A. P.; Coskun, N. Improved Synthesis of 4-Phenyl-1,2,3,4-tetrahydroisoquinolines. 17thSymposium on Chemistry of Biologically Active Compounds, 20-23 september 1988, Sofia.
- Venkov, A. P.; Coskun, N. Sintez na 4-fenil-1,2,3,4-tetrahidroizokinolini çrez reaksiya na Reduktivno aminoalkilirane na Aromatni Aldehidi, VHVP 35, October 1988, Plovdiv.
- Venkov, A. P.; Coskun, N. Sintez na 4-fenil-3(2H)izokinolin-3-oni çrez okislenie na Amidi na Fenilotsetna Kiselina, V. Paisievski Dni, May 1989, Plovdiv.
- Coskun, N.; Tirli, F. Synthesis of N-alkyl-N-phenacylphenylacetamides Useful
Intermediates in the Synthesis of Isoquinolines. 35thIUPAC Congress, 1995, Istanbul, 538.
- Coskun, N.; Asutay, O.; Sümengen, D. New Synthesis of 1,2,4-Triarylimidazol Derivatives. 35thIUPAC Congress,1995, Istanbul, 647.
- Coskun, N.A New Synthesis of 4-Arylcarbamoyloxaminoimidazolidine-2-ones and Their conversion into 1,3-Dihydroimidazol-2-ones. 12thInternational Conference on Organic Synthesis, 1998, Venezia-Italy, p 539.
- Tirli Tat, F.; Özel Güven, Ö.; Coskun, N.* 1,3-Dipolar cycloaddition of imidazoline 3-oxides to dimethylacetylenedicarboxylate. 17thInternational Conference on Heterocyclic Chemistry,1999, Viena. P-578.
8. Coskun, 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. Coskun, N.; Asutay, O.; Sümengen, D. Δ3-Imidazolin-3-oxid Sentezleri. X. National Chemistry congress 1994, Bursa.
10. Coskun, 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. Coskun, 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. Coskun,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. Coskun, N.;Asutay, O. A New Synthesis of 1,3,4-Trisubstituted-1,3-dihydroimidazol-2-ones. XI. National Chemistry congress, 1997, Van, 581.
16. Coskun,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.; Coskun, N.* Diastereoselective 1,3-Dipolar cycloaddition of imidazoline 3-oxides to dimethylacetylenedicarboxylate. XIII. National Chemistry congress, 31 august - 1 September 1999, Samsun.
18. Coskun,N.; Arikan, N. A New Method For the conversion of aldehydes into nitriles.XIII. Ulusal Kimya Kongresi, 31 august - 1 September 1999, Samsun.
19. Coskun, 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. Coskun,N.; Arikan, 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, Diyarbakir.
21. Coskun,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, Diyarbakir.
22. Coskun, 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, Diyarbakir.
23. Coskun, 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. Uludag 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 (TUBITAK), project No: SBAG-1451.
3. Synthesis and investigation of the antimicrobial activities of 1,4-diaryl- and 1,2,4-Triarylimidazolin N-oxides.Uludag University Research Fund Project No: 97/24.
4. Synthesis of taxol side chain analogues.Uludag University Research Fund Project No: 2000/36.
5. Synthesis of isocitric and citric acids. Uludag University Research Fund Project No: 2000/38.
6.An investigation on the Baccatin III content of Taxus Bacata'nin growing in Uludag mountain. Uludag University Research Fund Project No: 2000/35.
7. An investigation on the Hetero Diels Alder reactions of oxocarboxylic acid enol ethers. Uludag 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 (TUBITAK), project No: 107T840 (2008-).