SCOPUS 정보 검색 플랫폼

Tetrahedron Letters

Volumn 55, Issue 49, 2014, Pages 6698-6702

Selective synthesis of N-substituted pyrrolo[1,2-a]pyrazin-1(2H)-one derivatives via alkyne cyclization

(2) Çetinkaya, Yasin a,b Balci, Metin a

a MIDDLE EAST TECHNICAL UNIVERSITY (Turkey)

b ATATÜRK UNIVERSITY (Turkey)

Author keywords

Alkyne cyclization; Pyrazine; Pyrazinone; Pyrrole; Pyrrolopyrazinone

Indexed keywords

ALKYNE DERIVATIVE; AMIDE; PYRAZINE DERIVATIVE; PYRROLE DERIVATIVE;

ARTICLE; CALCULATION; CHEMICAL ANALYSIS; CYCLIZATION; DENSITY FUNCTIONAL THEORY; ISOMERIZATION; NUCLEOPHILICITY; PROTON NUCLEAR MAGNETIC RESONANCE; ROOM TEMPERATURE; SUBSTITUTION REACTION; SYNTHESIS;

EID: 84910033396 PISSN: 00404039 EISSN: 18733581 Source Type: Journal
DOI: 10.1016/j.tetlet.2014.10.044 Document Type: Article

Times cited : (29)

References (38)

1
- 37049037084
- M. Alvarez, and J.A. Joule Sci. Synth. 15 2005 839 906
- (2005) Sci. Synth. , vol.15 , pp. 839-906
- Alvarez, M.¹ Joule, J.A.²

2
- 0003818285
- Academic Press New York
- M. Shamma The Isoquinoline Alkaloids. Chemistry and Pharmacology 1972 Academic Press New York
- (1972) The Isoquinoline Alkaloids. Chemistry and Pharmacology
- Shamma, M.¹

3
- 81855170136
- B. Müjde, S. Ozcan, and M. Balci Phytochem. Lett. 4 2011 407 410
- (2011) Phytochem. Lett. , vol.4 , pp. 407-410
- Müjde, B.¹ Ozcan, S.² Balci, M.³

4
- 79955809435
- D. Wischang, and J. Hartung Tetrahedron 67 2011 4048 4054
- (2011) Tetrahedron , vol.67 , pp. 4048-4054
- Wischang, D.¹ Hartung, J.²

5
- 0038476526
- A. Chiarugi, E. Meli, R. Calvani, R. Baronti, E. Camaioni, G. Constantino, M. Marinozzi, D.E.P. Giampietro, R. Pellicciari, and F. Moroni J. Pharmacol. Exp. Thr. 305 2003 943 949
- (2003) J. Pharmacol. Exp. Thr. , vol.305 , pp. 943-949
- Chiarugi, A.¹ Meli, E.² Calvani, R.³ Baronti, R.⁴ Camaioni, E.⁵ Constantino, G.⁶ Marinozzi, M.⁷ Giampietro, D.E.P.⁸ Pellicciari, R.⁹ Moroni, F.¹⁰

6
- 10544253079
- J.H. Hutchinson, J.J. Cook, K.M. Brashear, M.J. Breslin, J.D. Glass, R.J. Gould, W. Halczenko, M.A. Holahan, R.J. Lynch, G.R. Sitko, M.T. Stranieri, and G.D. Hartman J. Med. Chem. 39 1996 4583
- (1996) J. Med. Chem. , vol.39 , pp. 4583
- Hutchinson, J.H.¹ Cook, J.J.² Brashear, K.M.³ Breslin, M.J.⁴ Glass, J.D.⁵ Gould, R.J.⁶ Halczenko, W.⁷ Holahan, M.A.⁸ Lynch, R.J.⁹ Sitko, G.R.¹⁰ Stranieri, M.T.¹¹ Hartman, G.D.¹²

7
- 0027064990
- M.L. Fidalgo, M.S. Arias, J. Soliveri, and M.E. Aries J. Antibiot. 45 1992 1759
- (1992) J. Antibiot. , vol.45 , pp. 1759
- Fidalgo, M.L.¹ Arias, M.S.² Soliveri, J.³ Aries, M.E.⁴

8
- 84888439983
- F. Zhu, G.Y. Chen, J.S. Wu, and J.H. Pan Nat. Prod. Res. 27 2013 1960 1964
- (2013) Nat. Prod. Res. , vol.27 , pp. 1960-1964
- Zhu, F.¹ Chen, G.Y.² Wu, J.S.³ Pan, J.H.⁴

9
- 84878993196
- S. Zhang, C. Feng, C. Jai, J. Chen, and M. Ji J. Chem. Res. 2013 291 293
- (2013) J. Chem. Res. , pp. 291-293
- Zhang, S.¹ Feng, C.² Jai, C.³ Chen, J.⁴ Ji, M.⁵

10
- 0042423380
- G.R. Pettit, Y. Meng, D.L. Herald, K.N.A. Graham, R.K. Pettit, and D.L. Doubek J. Nat. Prod. 66 2003 1065 1069
- (2003) J. Nat. Prod. , vol.66 , pp. 1065-1069
- Pettit, G.R.¹ Meng, Y.² Herald, D.L.³ Graham, K.N.A.⁴ Pettit, R.K.⁵ Doubek, D.L.⁶

11
- 84880421521
- A. Saeed Nat. Prod. Res. 27 2013 1153 1158
- (2013) Nat. Prod. Res. , vol.27 , pp. 1153-1158
- Saeed, A.¹

12
- 79953790546
- P.T. Sunderland, E.C.Y. Woon, A. Dhami, A.B. Bergin, M.F. Mahon, P.J. Wood, L.A. Jones, S.R. Tully, M.D. Lloyd, A.S. Thompson, H. Jawaid, N.M.B. Martin, and M.D. Threadgill J. Med. Chem. 54 2011 2049 2059
- (2011) J. Med. Chem. , vol.54 , pp. 2049-2059
- Sunderland, P.T.¹ Woon, E.C.Y.² Dhami, A.³ Bergin, A.B.⁴ Mahon, M.F.⁵ Wood, P.J.⁶ Jones, L.A.⁷ Tully, S.R.⁸ Lloyd, M.D.⁹ Thompson, A.S.¹⁰ Jawaid, H.¹¹ Martin, N.M.B.¹² Threadgill, M.D.¹³

13
- 84910089379
- U.S. Pat. Appl. Publ. 2001
- Morris, P. E.; Montgomery, J. A.; Babu, Y. S. U.S. Pat. Appl. Publ., 20010053784; 2001; Chem Abstr.: 2001, 136, 37906.
- (2001) Chem Abstr , vol.136 , pp. 37906
- Morris, P.E.¹ Montgomery, J.A.² Babu, Y.S.³

14
- 0024375222
- J.S. New, W.L. Christopher, J.P. Yevich, R. Butler, R.F. Schlemmer Jr., C.P. Vandermaelen, and J.A. Cipollina J. Med. Chem. 32 1989 1147 1156
- (1989) J. Med. Chem. , vol.32 , pp. 1147-1156
- New, J.S.¹ Christopher, W.L.² Yevich, J.P.³ Butler, R.⁴ Schlemmer, R.F.⁵ Vandermaelen, C.P.⁶ Cipollina, J.A.⁷

15
- 33845290650
- J.T. Kim, A.D. Hamilton, C.M. Bailey, R.A. Domoal, L. Wang, K.S. Anderson, and W.L. Jorgensen J. Am. Chem. Soc. 128 2006 15372 15373
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 15372-15373
- Kim, J.T.¹ Hamilton, A.D.² Bailey, C.M.³ Domoal, R.A.⁴ Wang, L.⁵ Anderson, K.S.⁶ Jorgensen, W.L.⁷

16
- 84910068615
- For the synthesis of chloropyrrolopyrazines, see J. M. US 5041442 A 19910820; 1991
- For the synthesis of chloropyrrolopyrazines, see: Romero, R. S.; Franco, F.; Castaneda, A. C.; Muchowski, J. M., J. M. US 5041442 A 19910820; 1991; Chem Abstr.: 1991, 115, 232289.
- (1991) Chem Abstr , vol.115 , pp. 232289
- Romero, R.S.¹ Franco, F.² Castaneda, A.C.³ Muchowski, J.M.⁴

17
- 84910089378
- M.A. Brimble, and D.D. Rowan J. Chem. Soc., Chem. Commun. 1986 935
- (1986) J. Chem. Soc., Chem. Commun. , pp. 935
- Brimble, M.A.¹ Rowan, D.D.²

18
- 84910068614
- D.D. Rowan, M.B. Hunt, and D.L. Gaynor J. Chem. Soc., Chem. Commun. 1988 978 979
- (1988) J. Chem. Soc., Chem. Commun. , pp. 978-979
- Rowan, D.D.¹ Hunt, M.B.² Gaynor, D.L.³

19
- 0142068213
- G.M. Sharma, and P.R. Burkholder J. Chem. Soc., Chem. Commun. 1971 151 152
- (1971) J. Chem. Soc., Chem. Commun. , pp. 151-152
- Sharma, G.M.¹ Burkholder, P.R.²

20
- 41249086158
- S. Wang, and D. Romo Angew. Chem., Int. Ed. 47 2008 1284 1286
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 1284-1286
- Wang, S.¹ Romo, D.²

21
- 84961974334
- N. Menges, O. Sari, Y. Abdullayev, S.S. Erdem, and M. Balci J. Org. Chem. 78 2013 5184 5195
- (2013) J. Org. Chem. , vol.78 , pp. 5184-5195
- Menges, N.¹ Sari, O.² Abdullayev, Y.³ Erdem, S.S.⁴ Balci, M.⁵

22
- 80052246559
- N.M. Hewlett, and J.J. Tepe Org. Lett. 13 2011 4550 4553
- (2011) Org. Lett. , vol.13 , pp. 4550-4553
- Hewlett, N.M.¹ Tepe, J.J.²

23
- 0002996094
- D.M. Bailey, R.E. Johnson, and N.F. Albertson Org. Synth. 51 1971 100 102
- (1971) Org. Synth. , vol.51 , pp. 100-102
- Bailey, D.M.¹ Johnson, R.E.² Albertson, N.F.³

24
- 33847770688
- G. La Regina, R. Silvestri, M. Artico, A. Lavecchia, E. Novellino, OL. Befani, P. Turini, and E. Agostinelli J. Med. Chem. 50 2007 922 931
- (2007) J. Med. Chem. , vol.50 , pp. 922-931
- La Regina, G.¹ Silvestri, R.² Artico, M.³ Lavecchia, A.⁴ Novellino, E.⁵ Befani, O.L.⁶ Turini, P.⁷ Agostinelli, E.⁸

25
- 45249091683
- E.M. Beccalli, E. Borsini, G. Broggini, G. Palmisano, and S. Sottocornola J. Org. Chem. 73 2008 4746 4749
- (2008) J. Org. Chem. , vol.73 , pp. 4746-4749
- Beccalli, E.M.¹ Borsini, E.² Broggini, G.³ Palmisano, G.⁴ Sottocornola, S.⁵

26
- 78650521129
- S. Shafi, M. Kedziorek, and K. Grela Synlett 2011 124 128
- (2011) Synlett , pp. 124-128
- Shafi, S.¹ Kedziorek, M.² Grela, K.³

27
- 84896735156
- L. Dyson, A.D. Wright, K.A. Young, J.A. Sakoff, and A. McCluskey Bioorg. Med. Chem. 22 2014 1690 1699
- (2014) Bioorg. Med. Chem. , vol.22 , pp. 1690-1699
- Dyson, L.¹ Wright, A.D.² Young, K.A.³ Sakoff, J.A.⁴ McCluskey, A.⁵

28
- 80053993427
- A. Huang, F. Liu, C. Zhan, Y. Liu, and C. Ma Org. Bioorg. Chem. 9 2011 7351 7357
- (2011) Org. Bioorg. Chem. , vol.9 , pp. 7351-7357
- Huang, A.¹ Liu, F.² Zhan, C.³ Liu, Y.⁴ Ma, C.⁵

29
- 57149086660
- V.S. Thoi, J.R. Stork, E.T. Niles, E.C. Depperman, D.L. Tierney, and S.M. Cohen Inorg. Chem. 47 2008 10533 10541
- (2008) Inorg. Chem. , vol.47 , pp. 10533-10541
- Thoi, V.S.¹ Stork, J.R.² Niles, E.T.³ Depperman, E.C.⁴ Tierney, D.L.⁵ Cohen, S.M.⁶

30
- 83555173507
- A. Huang, Z. Qiao, X. Zhang, W. Yu, Q. Zheng, Y. Ma, and C. Ma Tetrahedron 68 2012 906 912
- (2012) Tetrahedron , vol.68 , pp. 906-912
- Huang, A.¹ Qiao, Z.² Zhang, X.³ Yu, W.⁴ Zheng, Q.⁵ Ma, Y.⁶ Ma, C.⁷

31
- 80053993427
- A. Huang, F. Liu, C. Zhan, Y. Liu, and C. Ma Org. Biomol. Chem. 9 2011 7351 7357
- (2011) Org. Biomol. Chem. , vol.9 , pp. 7351-7357
- Huang, A.¹ Liu, F.² Zhan, C.³ Liu, Y.⁴ Ma, C.⁵

32
- 76149140542
- F. Tutino, G. Papeo, and F. Quartieri J. Heterocycl. Chem. 56 2010 112 117
- (2010) J. Heterocycl. Chem. , vol.56 , pp. 112-117
- Tutino, F.¹ Papeo, G.² Quartieri, F.³

33
- 0025860051
- P.A. Keifer, R.E. Schwartz, M.E.S. Koker, R.G. Hughes Jr., D. Rittschof, and K.L. Rinehart J. Org. Chem. 56 1991 2965 2975
- (1991) J. Org. Chem. , vol.56 , pp. 2965-2975
- Keifer, P.A.¹ Schwartz, R.E.² Koker, M.E.S.³ Hughes, R.G.⁴ Rittschof, D.⁵ Rinehart, K.L.⁶

34
- 84856078159
- B. Troegel, and T. Lindel Org. Lett. 14 2012 468 471
- (2012) Org. Lett. , vol.14 , pp. 468-471
- Troegel, B.¹ Lindel, T.²

35
- 0001116010
- D.J. Dumas J. Org. Chem. 53 1988 4650 4653
- (1988) J. Org. Chem. , vol.53 , pp. 4650-4653
- Dumas, D.J.¹

36
- 0000189651
- A.D. Becke J. Chem. Phys. 98 1993 5648 5652
- (1993) J. Chem. Phys. , vol.98 , pp. 5648-5652
- Becke, A.D.¹

37
- 0345491105
- C. Lee, W. Yang, and R.G. Parr Phys. Rev. B 37 1988 785 789
- (1988) Phys. Rev. B , vol.37 , pp. 785-789
- Lee, C.¹ Yang, W.² Parr, R.G.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.