SCOPUS 정보 검색 플랫폼

Journal of Organic Chemistry

Volumn 64, Issue 13, 1999, Pages 4783-4789

Nucleophilic substitution reactions of thiophenyl 4-nitrobenzoates with pyridines in acetonitrile

(3) Koh, Han Joong a Han, Kwang Lae b Lee, Ikchoon c

a Jeonju National University of Education (South Korea)

b Gwangju National University of Education (South Korea)

c Inha University (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

4 NITROBENZOIC ACID; ACETONITRILE; PYRIDINE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; KINETICS; NONHUMAN; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0344142504 PISSN: 00223263 EISSN: None Source Type: Journal
DOI: 10.1021/jo990115p Document Type: Article

Times cited : (73)

References (72)

1
- 0016405364
- Satterthwait, A. C.; Jencks, W. P. J. Am. Chem. Soc. 1974, 96, 7018.
- (1974) J. Am. Chem. Soc. , vol.96 , pp. 7018
- Satterthwait, A.C.¹ Jencks, W.P.²

2
- 37049104058
- (a) Bond, P. M.; Moodie, R. B. J. Chem. Soc., Perkin Trans. 2 1976, 679.
- (1976) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 679
- Bond, P.M.¹ Moodie, R.B.²

3
- 33847089411
- (b) Castro, E. A.; Gil, F. J. J. Am. Chem. Soc. 1977, 99, 7611.
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 7611
- Castro, E.A.¹ Gil, F.J.²

4
- 0000081506
- (c) Castro, E. A.; Freudenberg, M. J. Org. Chem. 1980, 45, 906.
- (1980) J. Org. Chem. , vol.45 , pp. 906
- Castro, E.A.¹ Freudenberg, M.²

5
- 0001178622
- (d) Castro, E. A.; Ibanez, F.; Lagos, S.; Schick, M.; Santos, J. G. J. Org. Chem. 1992, 57, 2691.
- (1992) J. Org. Chem. , vol.57 , pp. 2691
- Castro, E.A.¹ Ibanez, F.² Lagos, S.³ Schick, M.⁴ Santos, J.G.⁵

6
- 0000353682
- (a) Bruice, T. C.; Hegarty, A. F.; Felton, S. M.; Donzel, A.; Kundu, N. G. J. Am. Chem. Soc. 1970, 92, 1370.
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 1370
- Bruice, T.C.¹ Hegarty, A.F.² Felton, S.M.³ Donzel, A.⁴ Kundu, N.G.⁵

7
- 37049123275
- (b) Butler, A. R.; Robertson, I. H. J. Chem. Soc., Perkin Trans. 2 1975, 660.
- (1975) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 660
- Butler, A.R.¹ Robertson, I.H.²

8
- 0040547599
- (c) Singh, T. D.; Taft, R. W. J. Am. Chem. Soc. 1975, 97, 3867.
- (1975) J. Am. Chem. Soc. , vol.97 , pp. 3867
- Singh, T.D.¹ Taft, R.W.²

9
- 0001632584
- (d) Cox, M. M.; Jencks, W. P. J. Am. Chem. Soc. 1981, 103, 580.
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 580
- Cox, M.M.¹ Jencks, W.P.²

10
- 0001485238
- (e) Kovach, I. M.; Belz, M.; Larson, M.; Rousy, S.; Schowen, R. L. J. Am. Chem. Soc. 1985, 107, 7360.
- (1985) J. Am. Chem. Soc. , vol.107 , pp. 7360
- Kovach, I.M.¹ Belz, M.² Larson, M.³ Rousy, S.⁴ Schowen, R.L.⁵

11
- 33845281129
- (f) Fishbein, J. C.; Baum, H.; Cox, M. M.; Jencks, W. P. J. Am. Chem. Soc. 1987, 109, 5790.
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 5790
- Fishbein, J.C.¹ Baum, H.² Cox, M.M.³ Jencks, W.P.⁴

12
- 37049087155
- (g) Neuvonen, H. J. Chem. Soc., Perkin Trans. 2 1987, 159.
- (1987) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 159
- Neuvonen, H.¹

13
- 0001381025
- (a) Castro, E. A.; Ibanez, F.; Salas, M.; Santos, J. G. J. Org. Chem. 1991, 56, 4819.
- (1991) J. Org. Chem. , vol.56 , pp. 4819
- Castro, E.A.¹ Ibanez, F.² Salas, M.³ Santos, J.G.⁴

14
- 0028331224
- (b) Castro, E. A.; Salas, M.; Santos, J. G. J. Org. Chem. 1994, 59, 30.
- (1994) J. Org. Chem. , vol.59 , pp. 30
- Castro, E.A.¹ Salas, M.² Santos, J.G.³

15
- 33751157546
- (c) Castro, E. A.; Cubillos, M.; Santos, J. G. J. Org. Chem. 1994, 59, 3572.
- (1994) J. Org. Chem. , vol.59 , pp. 3572
- Castro, E.A.¹ Cubillos, M.² Santos, J.G.³

16
- 33947322034
- (a) Jencks, W. P.; Gilchrist, M. J. Am. Chem. Soc. 1968, 90, 2622.
- (1968) J. Am. Chem. Soc. , vol.90 , pp. 2622
- Jencks, W.P.¹ Gilchrist, M.²

17
- 0000233759
- (b) Fersht, A. R.; Jencks, W. P. J. Am. Chem. Soc. 1970, 92, 5442.
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 5442
- Fersht, A.R.¹ Jencks, W.P.²

18
- 37049110733
- (c) Bond, P. M.; Castro, E. A.; Moodie, R. B. J. Chem. Soc., Perkin Trans. 2 1976, 68.
- (1976) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 68
- Bond, P.M.¹ Castro, E.A.² Moodie, R.B.³

19
- 37049106440
- (d) Castro, E. A.; Steinfort, G. B. J. Chem. Soc., Perkin Trans. 2 1983, 453.
- (1983) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 453
- Castro, E.A.¹ Steinfort, G.B.²

20
- 33845469467
- (e) Palling, D. J.; Jencks, W. P. J. Am. Chem. Soc. 1984, 106, 4869.
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 4869
- Palling, D.J.¹ Jencks, W.P.²

21
- 33845379426
- (f) Castro, E. A.; Santander, C. L. J. Org. Chem. 1985, 50, 3595.
- (1985) J. Org. Chem. , vol.50 , pp. 3595
- Castro, E.A.¹ Santander, C.L.²

22
- 33845184117
- (g) Castro, E. A.; Ureta, C. J. Org. Chem. 1989, 54, 2153.
- (1989) J. Org. Chem. , vol.54 , pp. 2153
- Castro, E.A.¹ Ureta, C.²

23
- 0000233694
- (h) Cabrera, M.; Castro, E. A.; Salas, M.; Santos, J. G.; Sepulveda, P. J. Org. Chem. 1991, 56, 5324.
- (1991) J. Org. Chem. , vol.56 , pp. 5324
- Cabrera, M.¹ Castro, E.A.² Salas, M.³ Santos, J.G.⁴ Sepulveda, P.⁵

24
- 0001253489
- (i) Castro, E. A.; Ibanez, F.; Salas, M.; Santos, J. G.; Sepulveda, P. J. Org. Chem. 1993, 58, 459.
- (1993) J. Org. Chem. , vol.58 , pp. 459
- Castro, E.A.¹ Ibanez, F.² Salas, M.³ Santos, J.G.⁴ Sepulveda, P.⁵

25
- 0000470895
- (j) Castro, E. A.; Ibanez, F.; Santos, I. G.; Ureta, C. J. Org. Chem. 1993, 58, 4908.
- (1993) J. Org. Chem. , vol.58 , pp. 4908
- Castro, E.A.¹ Ibanez, F.² Santos, I.G.³ Ureta, C.⁴

26
- 0000707161
- (k) Castro, E. A.; Cubillos, M.; Santos, J. G. J. Org. Chem. 1996, 61, 3501.
- (1996) J. Org. Chem. , vol.61 , pp. 3501
- Castro, E.A.¹ Cubillos, M.² Santos, J.G.³

27
- 0001282074
- (l) Castro, E. A.; Pizarro, M. I.; Santos, J. G. J. Org. Chem. 1996, 61, 5982.
- (1996) J. Org. Chem. , vol.61 , pp. 5982
- Castro, E.A.¹ Pizarro, M.I.² Santos, J.G.³

28
- 0001731024
- (m) Castro, E. A.; Cubillos, M.; Santos, J. G.; Tellez, J. J. Org. Chem. 1997, 62, 2512.
- (1997) J. Org. Chem. , vol.62 , pp. 2512
- Castro, E.A.¹ Cubillos, M.² Santos, J.G.³ Tellez, J.⁴

29
- 0000542307
- (n) Castro, E. A.; Araneda, C. A.; Santos, J. G. J. Org. Chem. 1997, 62, 126.
- (1997) J. Org. Chem. , vol.62 , pp. 126
- Castro, E.A.¹ Araneda, C.A.² Santos, J.G.³

30
- 0001685642
- (a) Koh, H. J.; Lee, H. C.; Lee, H. W.; Lee, I. Bull. Korean Chem. Soc. 1995, 16, 839.
- (1995) Bull. Korean Chem. Soc. , vol.16 , pp. 839
- Koh, H.J.¹ Lee, H.C.² Lee, H.W.³ Lee, I.⁴

31
- 33845375500
- (b) Castro, E. A.; Valdivia, J. L. J. Org. Chem. 1986, 51, 1668.
- (1986) J. Org. Chem. , vol.51 , pp. 1668
- Castro, E.A.¹ Valdivia, J.L.²

32
- 33847090104
- Gresser, M. J.; Jencks, W. P. J. Am. Chem. Soc. 1977, 99, 6963, 6970.
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 6963
- Gresser, M.J.¹ Jencks, W.P.²

33
- 0344301625
- (a) Um, I.-H.; Choi, K.-E.; Kwon, D.-S. Bull. Korean Chem. Soc. 1990, 11, 362.
- (1990) Bull. Korean Chem. Soc. , vol.11 , pp. 362
- Um, I.-H.¹ Choi, K.-E.² Kwon, D.-S.³

34
- 34547173998
- (b) Castro, E. A.; Ureta, C. J. Chem. Soc., Perkin Trans. 2 1991, 63.
- (1991) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 63
- Castro, E.A.¹ Ureta, C.²

35
- 1542432261
- (a) Lee, I.; Shim, C. S.; Lee, H. W. J. Chem. Res. Synop. 1992, 90.
- (1992) J. Chem. Res. Synop. , pp. 90
- Lee, I.¹ Shim, C.S.² Lee, H.W.³

36
- 0001238703
- (b) Oh, H. K.; Shin, C. H.; Lee, I. Bull. Korean Chem. Soc. 1996, 16, 657.
- (1996) Bull. Korean Chem. Soc. , vol.16 , pp. 657
- Oh, H.K.¹ Shin, C.H.² Lee, I.³

37
- 0003056002
- (c) Um, I.-H.; Kwon, H.-J.; Kwon, D.-S.; Park, J.-Y. J. Chem. Res. Synop. 1995, 301.
- (1995) J. Chem. Res. Synop. , pp. 301
- Um, I.-H.¹ Kwon, H.-J.² Kwon, D.-S.³ Park, J.-Y.⁴

38
- 37049079940
- (d) Oh, H. K,; Shin, C. H.; Lee, I. J. Chem. Soc., Perkin Trans. 2 1995, 1169.
- (1995) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 1169
- Oh, H.K.¹ Shin, C.H.² Lee, I.³

39
- 77956774529
- (a) Lee, I. Adv. Phys. Org. Chem. 1992, 27, 57.
- (1992) Adv. Phys. Org. Chem. , vol.27 , pp. 57
- Lee, I.¹

40
- 0346136017
- (b) Lee, I. Chem. Soc. Rev. 1994, 24, 223.
- (1994) Chem. Soc. Rev. , vol.24 , pp. 223
- Lee, I.¹

41
- 0002346664
- (a) Pross, A. Adv. Phys. Org. Chem. 1977, 14, 69.
- (1977) Adv. Phys. Org. Chem. , vol.14 , pp. 69
- Pross, A.¹

42
- 0001703066
- (b) Buncel, E.; Wilson, H. J. Chem. Educ. 1987, 64, 475.
- (1987) J. Chem. Educ. , vol.64 , pp. 475
- Buncel, E.¹ Wilson, H.²

43
- 21844495800
- (c) Lee, I.; Lee, B.-S.; Koh, H. J.; Chang, B. D. Bull. Korean Chem. Soc. 1995, 16, 277.
- (1995) Bull. Korean Chem. Soc. , vol.16 , pp. 277
- Lee, I.¹ Lee, B.-S.² Koh, H.J.³ Chang, B.D.⁴

44
- 0007718317
- (a) Lee, I. Bull. Korean Chem. Soc. 1994, 15, 985.
- (1994) Bull. Korean Chem. Soc. , vol.15 , pp. 985
- Lee, I.¹

45
- 21844497307
- (b) Lee, D.; Kim, C. K.; Lee, B.-S.; Lee, I. Bull. Korean Chem. Soc. 1995, 16, 1203.
- (1995) Bull. Korean Chem. Soc. , vol.16 , pp. 1203
- Lee, D.¹ Kim, C.K.² Lee, B.-S.³ Lee, I.⁴

46
- 0001519353
- (c) Lee, I.; Koh, H. J. New J. Chem. 1996, 20, 131.
- (1996) New J. Chem. , vol.20 , pp. 131
- Lee, I.¹ Koh, H.J.²

47
- 0008774885
- (d) Koh, H. J.; Kim, T. H.; Lee, B.-S.; Lee, I. J. Chem. Res. Synop. 1996, 482.
- (1996) J. Chem. Res. Synop. , pp. 482
- Koh, H.J.¹ Kim, T.H.² Lee, B.-S.³ Lee, I.⁴

48
- 0000118433
- (e) Oh, H. K.; Woo, S. Y.; Shin, C. H.; Park, Y. S.; Lee, I. J. Org. Chem. 1997, 62, 5780.
- (1997) J. Org. Chem. , vol.62 , pp. 5780
- Oh, H.K.¹ Woo, S.Y.² Shin, C.H.³ Park, Y.S.⁴ Lee, I.⁵

49
- 20644453756
- Koh, H. J.; Han, K. L.; Lee, H. W.; Lee, I. J. Org. Chem. 1998, 63, 9834.
- (1998) J. Org. Chem. , vol.63 , pp. 9834
- Koh, H.J.¹ Han, K.L.² Lee, H.W.³ Lee, I.⁴

50
- 0000975931
- (a) Foroughifar, N.; Leffek, K. T.; Lee, Y. G, Can. J. Chem. 1962, 70, 2856.
- (1962) Can. J. Chem. , vol.70 , pp. 2856
- Foroughifar, N.¹ Leffek, K.T.² Lee, Y.G.³

51
- 54249162533
- (b) Spillane, W. J.; Hogan, G.; McGrath, P.; King, J.; Brack, C. J. Chem. Soc., Perkin Trans. 2 1996, 2099.
- (1996) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 2099
- Spillane, W.J.¹ Hogan, G.² McGrath, P.³ King, J.⁴ Brack, C.⁵

52
- 84982239171
- (c) Coetzee, J. F. Prog. Phys. Org. Chem. 1965, 4, 45.
- (1965) Prog. Phys. Org. Chem. , vol.4 , pp. 45
- Coetzee, J.F.¹

53
- 0030787257
- Lee, I.; Lee, D.; Kim, C. K. J. Phys. Chem. A 1997, 101, 879.
- (1997) J. Phys. Chem. A , vol.101 , pp. 879
- Lee, I.¹ Lee, D.² Kim, C.K.³

54
- 0000738372
- (a) Hehre, W. J.; Pay, C.-F.; Headley, A. D.; Taft, R. W. J. Am. Chem. Soc. 1986, 108, 1711.
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 1711
- Hehre, W.J.¹ Pay, C.-F.² Headley, A.D.³ Taft, R.W.⁴

55
- 11944259183
- (b) Taft, R. W.; Koppel, I. A.; Topsom, R. D.; Anvia, F. J. Am. Chem. Soc. 1990, 112, 2047.
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 2047
- Taft, R.W.¹ Koppel, I.A.² Topsom, R.D.³ Anvia, F.⁴

56
- 37049073727
- (a) Oh, H. K.; Shin, C. H.; Lee, I. J. Chem. Soc., Perkin Trans. 2 1993, 2411.
- (1993) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 2411
- Oh, H.K.¹ Shin, C.H.² Lee, I.³

57
- 0001504826
- (b) Koh, H. J.; Kim, S. I.; Lee, B. C.; Lee, I. J. Chem. Soc., Perkin Trans. 2 1996, 1353.
- (1996) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 1353
- Koh, H.J.¹ Kim, S.I.² Lee, B.C.³ Lee, I.⁴

58
- 0000828555
- (c) Koh, H. J.; Lee, J.-W.; Lee, H. W.; Lee, I. New J. Chem. 1997, 21, 447.
- (1997) New J. Chem. , vol.21 , pp. 447
- Koh, H.J.¹ Lee, J.-W.² Lee, H.W.³ Lee, I.⁴

59
- 0000360583
- (d) Koh, H. J.; Lee, J.-W.; Lee, H. W.; Lee, I. Can. J. Chem. 1998, 76, 710.
- (1998) Can. J. Chem. , vol.76 , pp. 710
- Koh, H.J.¹ Lee, J.-W.² Lee, H.W.³ Lee, I.⁴

60
- 37049067927
- (e) Buncel, E.; Um, I. H. J. Chem. Soc., Chem. Commun. 1986, 595.
- (1986) J. Chem. Soc., Chem. Commun. , pp. 595
- Buncel, E.¹ Um, I.H.²

61
- 33845184610
- (f) Buncel, E.; Um, I. H.; Hoz, S. J. Am. Chem. Soc. 1989, 111, 791.
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 791
- Buncel, E.¹ Um, I.H.² Hoz, S.³

62
- 0000754039
- (g) Um, I. H.; Yoon, H. W.; Lee, J. S.; Moon, H. J.; Kwon, D. S. J. Org. Chem. 1997, 62, 5939.
- (1997) J. Org. Chem. , vol.62 , pp. 5939
- Um, I.H.¹ Yoon, H.W.² Lee, J.S.³ Moon, H.J.⁴ Kwon, D.S.⁵

63
- 33947090820
- (h) Menger, F. M.; Smith, J. H. J. Am. Chem. Soc. 1972, 94, 3824.
- (1972) J. Am. Chem. Soc. , vol.94 , pp. 3824
- Menger, F.M.¹ Smith, J.H.²

64
- 0000713182
- (a) Dixon, D. A.; Charlier, P. A.; Gassman, P. G. J. Am. Chem. Soc. 1980, 102, 3957.
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 3957
- Dixon, D.A.¹ Charlier, P.A.² Gassman, P.G.³

65
- 33847087836
- (b) Paddon-Row: M. N.; Santiago, C.; Houk, K. N. J. Am. Chem. Soc. 1980, 102, 6561.
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 6561
- Paddon-Row, M.N.¹ Santiago, C.² Houk, K.N.³

66
- 0001084296
- (c) Olah, G. A.; Arvanaghi, M.; Surya Prakash, G. K.; Surya Prakash, G. K.; Iyer, P. S.; Olah, G. A. J. Am. Chem. Soc. 1986, 108, 1575.
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 1575
- Olah, G.A.¹ Arvanaghi, M.² Surya Prakash, G.K.³ Surya Prakash, G.K.⁴ Iyer, P.S.⁵ Olah, G.A.⁶

67
- 0345244334
- In press
- Hong, S. W.; Koh, H. J.; Lee, I. J. Phys. Org. Chem., In press.
- J. Phys. Org. Chem.
- Hong, S.W.¹ Koh, H.J.² Lee, I.³

68
- 37049075953
- (a) Neuvonen, H. J. Chem. Soc., Perkin Trans. 2 1995, 951.
- (1995) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 951
- Neuvonen, H.¹

69
- 0346540715
- (b) Koh, H. J.; Shin, C. H.; Lee, H. W.; Lee, I. J. Chem. Soc., Perkin Trans. 2 1096, 1329.
- (1096) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 1329
- Koh, H.J.¹ Shin, C.H.² Lee, H.W.³ Lee, I.⁴

70
- 33847804626
- Su, C.-W.; Watson, J. W. J. Am. Chem. Soc. 1974, 96, 1854.
- (1974) J. Am. Chem. Soc. , vol.96 , pp. 1854
- Su, C.-W.¹ Watson, J.W.²

71
- 0008250498
- Hogan, J. C.; Gandour, R. D. J. Org. Chem. 1991, 56, 2821.
- (1991) J. Org. Chem. , vol.56 , pp. 2821
- Hogan, J.C.¹ Gandour, R.D.²

72
- 33947303518
- Kirsch, J. F.; Clewell, W.; Simon, A. J. Org. Chem. 1968, 33, 127.
- (1968) J. Org. Chem. , vol.33 , pp. 127
- Kirsch, J.F.¹ Clewell, W.² Simon, A.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.