SCOPUS 정보 검색 플랫폼

Volumn 10, Issue 25, 2012, Pages 4878-4885

Deproto-metallation and computed CH acidity of 2-aryl-1,2,3-triazoles

(9) Chevallier, Floris a Blin, Thomas a Nagaradja, Elisabeth a Lassagne, Frédéric a Roisnel, Thierry a Halauko, Yury S b Matulis, Vadim E c Ivashkevich, Oleg A c Mongin, Florence a

a INSTITUT DES SCIENCES CHIMIQUES DE RENNES (France)

b BELARUSIAN STATE UNIVERSITY (Belarus)

c BELARUSIAN STATE UNIVERSITY (Belarus)

Author keywords

[No Author keywords available]

Indexed keywords

ACIDITY; CADMIUM; LITHIUM; ZINC;

ARYLHYDRAZINES; DFT-B3LYP; GLYOXAL;

COPPER;

EID: 84862221537 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/c2ob25554e Document Type: Article

Times cited : (33)

References (59)

1
- 0003607021
- ed. A. R. Katritsky, C. W. Rees and E. F. V. Scriven, Pergamon, Elsevier Science Ltd., Oxford
- W.-Q. Fan and A. R. Katritzky, Comprehensive Heterocyclic Chemistry II, ed., A. R. Katritsky, C. W. Rees, and, E. F. V. Scriven, Pergamon, Elsevier Science Ltd., Oxford, 1996, vol. 4
- (1996) Comprehensive Heterocyclic Chemistry II , vol.4
- Fan, W.-Q.¹ Katritzky, A.R.²

2
- 0004039074
- Wiley-VCH, New York, 2nd edn
- T. Eicher, S. Hauptmann and A. Speicher, The Chemistry of Heterocycles, Wiley-VCH, New York, 2nd edn, 2003
- (2003) The Chemistry of Heterocycles
- Eicher, T.¹ Hauptmann, S.² Speicher, A.³

3
- 77957847870
- references cited therein
- X.-j. Wang L. Zhang D. Krishnamurthy C. H. Senanayake P. Wipf Org. Lett. 2010 12 4632 4635
- (2010) Org. Lett. , vol.12 , pp. 4632-4635
- Wang, X.-J.¹ Zhang, L.² Krishnamurthy, D.³ Senanayake, C.H.⁴ Wipf, P.⁵

4
- 0010461282
- A. Dorlars C. W. Schellhammer J. Schroeder Angew. Chem. 1975 87 693 707
- (1975) Angew. Chem. , vol.87 , pp. 693-707
- Dorlars, A.¹ Schellhammer, C.W.² Schroeder, J.³

5
- 0002307974
- H. W. Gschwend H. R. Rodriguez Org. React. 1979 26 1 360
- (1979) Org. React. , vol.26 , pp. 1-360
- Gschwend, H.W.¹ Rodriguez, H.R.²

6
- 33845555248
- P. Beak V. Snieckus Acc. Chem. Res. 1982 15 306 312
- (1982) Acc. Chem. Res. , vol.15 , pp. 306-312
- Beak, P.¹ Snieckus, V.²

7
- 0012397313
- V. Snieckus Chem. Rev. 1990 90 879 933
- (1990) Chem. Rev. , vol.90 , pp. 879-933
- Snieckus, V.¹

8
- 0028157516
- T. G. Gant A. I. Meyers Tetrahedron 1994 50 2297 2360
- (1994) Tetrahedron , vol.50 , pp. 2297-2360
- Gant, T.G.¹ Meyers, A.I.²

9
- 0003872342
- ed. M. Schlosser, Wiley, 2nd edn, ch. I
- M. Schlosser, Organometallics in Synthesis, ed., M. Schlosser, Wiley, 2nd edn, 2002, ch. I
- (2002) Organometallics in Synthesis
- Schlosser, M.¹

10
- 2942599844
- M. R. Grimmett B. Iddon Heterocycles 1995 41 1525 1574
- (1995) Heterocycles , vol.41 , pp. 1525-1574
- Grimmett, M.R.¹ Iddon, B.²

11
- 0007649205
- P. Uhlmann J. Felding P. Vedso M. Begtrup J. Org. Chem. 1997 62 9177 9181
- (1997) J. Org. Chem. , vol.62 , pp. 9177-9181
- Uhlmann, P.¹ Felding, J.² Vedso, P.³ Begtrup, M.⁴

12
- 33644931614
- R. E. Mulvey Organometallics 2006 25 1060 1075
- (2006) Organometallics , vol.25 , pp. 1060-1075
- Mulvey, R.E.¹

13
- 34250771010
- R. E. Mulvey F. Mongin M. Uchiyama Y. Kondo Angew. Chem., Int. Ed. 2007 46 3802 3824
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 3802-3824
- Mulvey, R.E.¹ Mongin, F.² Uchiyama, M.³ Kondo, Y.⁴

14
- 67649238668
- R. E. Mulvey Acc. Chem. Res. 2009 42 743 755
- (2009) Acc. Chem. Res. , vol.42 , pp. 743-755
- Mulvey, R.E.¹

15
- 80053921219
- B. Haag M. Mosrin H. Ila V. Malakhov P. Knochel Angew. Chem., Int. Ed. 2011 50 9794 9824
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 9794-9824
- Haag, B.¹ Mosrin, M.² Ila, H.³ Malakhov, V.⁴ Knochel, P.⁵

16
- 79960070448
- F. Mongin M. Uchiyama Curr. Org. Chem. 2011 15 2340 2361
- (2011) Curr. Org. Chem. , vol.15 , pp. 2340-2361
- Mongin, F.¹ Uchiyama, M.²

17
- 37249022943
- A. Seggio M. I. Lannou F. Chevallier D. Nobuto M. Uchiyama S. Golhen T. Roisnel F. Mongin Chem.-Eur. J. 2007 13 9982 9989
- (2007) Chem.-Eur. J. , vol.13 , pp. 9982-9989
- Seggio, A.¹ Lannou, M.I.² Chevallier, F.³ Nobuto, D.⁴ Uchiyama, M.⁵ Golhen, S.⁶ Roisnel, T.⁷ Mongin, F.⁸

18
- 34547941834
- A. Seggio F. Chevallier M. Vaultier F. Mongin J. Org. Chem. 2007 72 6602 6605
- (2007) J. Org. Chem. , vol.72 , pp. 6602-6605
- Seggio, A.¹ Chevallier, F.² Vaultier, M.³ Mongin, F.⁴

19
- 37549064279
- J. M. L'Helgoual'ch A. Seggio F. Chevallier M. Yonehara E. Jeanneau M. Uchiyama F. Mongin J. Org. Chem. 2008 73 177 183
- (2008) J. Org. Chem. , vol.73 , pp. 177-183
- L'Helgoual'Ch, J.M.¹ Seggio, A.² Chevallier, F.³ Yonehara, M.⁴ Jeanneau, E.⁵ Uchiyama, M.⁶ Mongin, F.⁷

20
- 77954749978
- K. Snégaroff S. Komagawa F. Chevallier P. C. Gros S. Golhen T. Roisnel M. Uchiyama F. Mongin Chem.-Eur. J. 2010 16 8191 8201
- (2010) Chem.-Eur. J. , vol.16 , pp. 8191-8201
- Snégaroff, K.¹ Komagawa, S.² Chevallier, F.³ Gros, P.C.⁴ Golhen, S.⁵ Roisnel, T.⁶ Uchiyama, M.⁷ Mongin, F.⁸

21
- 77950495254
- G. Dayaker A. Sreeshailam F. Chevallier T. Roisnel P. Radha Krishna F. Mongin Chem. Commun. 2010 46 2862 2864
- (2010) Chem. Commun. , vol.46 , pp. 2862-2864
- Dayaker, G.¹ Sreeshailam, A.² Chevallier, F.³ Roisnel, T.⁴ Radha Krishna, P.⁵ Mongin, F.⁶

22
- 79957981535
- F. Chevallier Y. S. Halauko C. Pecceu I. F. Nassar T. U. Dam T. Roisnel V. E. Matulis O. A. Ivashkevich F. Mongin Org. Biomol. Chem. 2011 9 4671 4684
- (2011) Org. Biomol. Chem. , vol.9 , pp. 4671-4684
- Chevallier, F.¹ Halauko, Y.S.² Pecceu, C.³ Nassar, I.F.⁴ Dam, T.U.⁵ Roisnel, T.⁶ Matulis, V.E.⁷ Ivashkevich, O.A.⁸ Mongin, F.⁹

23
- 55549107727
- J. M. L'Helgoual'ch G. Bentabed-Ababsa F. Chevallier M. Yonehara M. Uchiyama A. Derdour F. Mongin Chem. Commun. 2008 5375 5377
- (2008) Chem. Commun. , pp. 5375-5377
- L'Helgoual'Ch, J.M.¹ Bentabed-Ababsa, G.² Chevallier, F.³ Yonehara, M.⁴ Uchiyama, M.⁵ Derdour, A.⁶ Mongin, F.⁷

24
- 58149359697
- J. M. L'Helgoual'ch G. Bentabed-Ababsa F. Chevallier A. Derdour F. Mongin Synthesis 2008 4033 4035
- (2008) Synthesis , pp. 4033-4035
- L'Helgoual'Ch, J.M.¹ Bentabed-Ababsa, G.² Chevallier, F.³ Derdour, A.⁴ Mongin, F.⁵

25
- 58149314195
- G. Bentabed-Ababsa F. Blanco A. Derdour F. Mongin F. Trécourt G. Queguiner R. Ballesteros B. Abarca J. Org. Chem. 2009 74 163 169
- (2009) J. Org. Chem. , vol.74 , pp. 163-169
- Bentabed-Ababsa, G.¹ Blanco, F.² Derdour, A.³ Mongin, F.⁴ Trécourt, F.⁵ Queguiner, G.⁶ Ballesteros, R.⁷ Abarca, B.⁸

26
- 70350654441
- K. Snégaroff F. Lassagne G. Bentabed-Ababsa E. Nassar S. Cheikh Sid Ely S. Hesse E. Perspicace A. Derdour F. Mongin Org. Biomol. Chem. 2009 7 4782 4788
- (2009) Org. Biomol. Chem. , vol.7 , pp. 4782-4788
- Snégaroff, K.¹ Lassagne, F.² Bentabed-Ababsa, G.³ Nassar, E.⁴ Cheikh Sid Ely, S.⁵ Hesse, S.⁶ Perspicace, E.⁷ Derdour, A.⁸ Mongin, F.⁹

27
- 70349675480
- K. Snégaroff J. M. L'Helgoual'ch G. Bentabed-Ababsa T. T. Nguyen F. Chevallier M. Yonehara M. Uchiyama A. Derdour F. Mongin Chem.-Eur. J. 2009 15 10280 10290
- (2009) Chem.-Eur. J. , vol.15 , pp. 10280-10290
- Snégaroff, K.¹ L'Helgoual'Ch, J.M.² Bentabed-Ababsa, G.³ Nguyen, T.T.⁴ Chevallier, F.⁵ Yonehara, M.⁶ Uchiyama, M.⁷ Derdour, A.⁸ Mongin, F.⁹

28
- 75749129021
- G. Bentabed-Ababsa S. Cheikh Sid Ely S. Hesse E. Nassar F. Chevallier T. T. Nguyen A. Derdour F. Mongin J. Org. Chem. 2010 75 839 847
- (2010) J. Org. Chem. , vol.75 , pp. 839-847
- Bentabed-Ababsa, G.¹ Cheikh Sid Ely, S.² Hesse, S.³ Nassar, E.⁴ Chevallier, F.⁵ Nguyen, T.T.⁶ Derdour, A.⁷ Mongin, F.⁸

29
- 77951772282
- K. Snégaroff S. Komagawa M. Yonehara F. Chevallier P. C. Gros M. Uchiyama F. Mongin J. Org. Chem. 2010 75 3117 3120
- (2010) J. Org. Chem. , vol.75 , pp. 3117-3120
- Snégaroff, K.¹ Komagawa, S.² Yonehara, M.³ Chevallier, F.⁴ Gros, P.C.⁵ Uchiyama, M.⁶ Mongin, F.⁷

30
- 79960322698
- A. Sreeshailam G. Dayaker F. Chevallier T. Roisnel P. Radha Krishna F. Mongin Eur. J. Org. Chem. 2011 3715 3718
- (2011) Eur. J. Org. Chem. , pp. 3715-3718
- Sreeshailam, A.¹ Dayaker, G.² Chevallier, F.³ Roisnel, T.⁴ Radha Krishna, P.⁵ Mongin, F.⁶

31
- 70350004076
- T. T. Nguyen F. Chevallier V. Jouikov F. Mongin Tetrahedron Lett. 2009 50 6787 6790
- (2009) Tetrahedron Lett. , vol.50 , pp. 6787-6790
- Nguyen, T.T.¹ Chevallier, F.² Jouikov, V.³ Mongin, F.⁴

32
- 80052248274
- T. T. Nguyen N. Marquise F. Chevallier F. Mongin Chem.-Eur. J. 2011 17 10405 10416
- (2011) Chem.-Eur. J. , vol.17 , pp. 10405-10416
- Nguyen, T.T.¹ Marquise, N.² Chevallier, F.³ Mongin, F.⁴

33
- 81255173173
- K. Snégaroff T. T. Nguyen N. Marquise Y. S. Halauko P. J. Harford T. Roisnel V. E. Matulis O. A. Ivashkevich F. Chevallier A. E. H. Wheatley P. C. Gros F. Mongin Chem.-Eur. J. 2011 17 13284 13297
- (2011) Chem.-Eur. J. , vol.17 , pp. 13284-13297
- Snégaroff, K.¹ Nguyen, T.T.² Marquise, N.³ Halauko, Y.S.⁴ Harford, P.J.⁵ Roisnel, T.⁶ Matulis, V.E.⁷ Ivashkevich, O.A.⁸ Chevallier, F.⁹ Wheatley, A.E.H.¹⁰ Gros, P.C.¹¹ Mongin, F.¹²

34
- 77958198635
- G. Dayaker F. Chevallier P. C. Gros F. Mongin Tetrahedron 2010 66 8904 8910
- (2010) Tetrahedron , vol.66 , pp. 8904-8910
- Dayaker, G.¹ Chevallier, F.² Gros, P.C.³ Mongin, F.⁴

35
- 84858704222
- For previous studies in azole series, see Ref. 17 and Ref. 18
- E. Nagaradja F. Chevallier T. Roisnel V. Jouikov F. Mongin Tetrahedron 2012 68 3063 3073
- (2012) Tetrahedron , vol.68 , pp. 3063-3073
- Nagaradja, E.¹ Chevallier, F.² Roisnel, T.³ Jouikov, V.⁴ Mongin, F.⁵

36
- 67650726545
- V. E. Matulis Y. S. Halauko O. A. Ivashkevich P. N. Gaponik J. Mol. Struct. (Theochem) 2009 909 19 24
- (2009) J. Mol. Struct. (Theochem) , vol.909 , pp. 19-24
- Matulis, V.E.¹ Halauko, Y.S.² Ivashkevich, O.A.³ Gaponik, P.N.⁴

37
- 77950595676
- Y. S. Halauko V. E. Matulis O. A. Ivashkevich Y. V. Grigoriev P. N. Gaponik Tetrahedron 2010 66 3415 3420
- (2010) Tetrahedron , vol.66 , pp. 3415-3420
- Halauko, Y.S.¹ Matulis, V.E.² Ivashkevich, O.A.³ Grigoriev, Y.V.⁴ Gaponik, P.N.⁵

38
- 75749148447
- B. A. Trofimov G. F. Myachina T. G. Ermakova N. P. Kuznetsova L. I. Volkova R. G. Sultangareev L. I. Larina L. V. Klyba G. T. Sukhanov G. V. Sakovich Russ. J. Org. Chem. 2009 45 1683 1685
- (2009) Russ. J. Org. Chem. , vol.45 , pp. 1683-1685
- Trofimov, B.A.¹ Myachina, G.F.² Ermakova, T.G.³ Kuznetsova, N.P.⁴ Volkova, L.I.⁵ Sultangareev, R.G.⁶ Larina, L.I.⁷ Klyba, L.V.⁸ Sukhanov, G.T.⁹ Sakovich, G.V.¹⁰

39
- 77952169539
- Concerning a study on (TMP)3ZnLi, see the following reference
- G. F. Myachina T. G. Ermakova N. P. Kuznetsova R. G. Sultangareev L. I. Larina L. V. Klyba G. T. Sukhanov B. A. Trofimov Chem. Heterocycl. Compd. 2010 46 79 81
- (2010) Chem. Heterocycl. Compd. , vol.46 , pp. 79-81
- Myachina, G.F.¹ Ermakova, T.G.² Kuznetsova, N.P.³ Sultangareev, R.G.⁴ Larina, L.I.⁵ Klyba, L.V.⁶ Sukhanov, G.T.⁷ Trofimov, B.A.⁸

40
- 80053526778
- Iodine was not used in this case, being an oxidant at the origin of competitive dimer formation 2 equiv. were used in this case in order to avoid dimer formation
- P. García-Álvarez R. E. Mulvey J. A. Parkinson Angew. Chem., Int. Ed. 2011 50 9668 9671
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 9668-9671
- García-Álvarez, P.¹ Mulvey, R.E.² Parkinson, J.A.³

41
- 0004138676
- ed. L. M. Haddad, M. Shannon and J. F. Winchester, Saunders, New York, 3rd edn
- M. Shannon, Heavy Metal Poisoning,: Clinical Management of Poisoning and Drug Overdose, ed., L. M. Haddad, M. Shannon, and, J. F. Winchester, Saunders, New York, 3rd edn, 1998
- (1998) Heavy Metal Poisoning,: Clinical Management of Poisoning and Drug Overdose
- Shannon, M.¹

42
- 40149108668
- M. Uchiyama Y. Kobayashi T. Furuyama S. Nakamura Y. Kajihara T. Miyoshi T. Sakamoto Y. Kondo K. Morokuma J. Am. Chem. Soc. 2008 130 472 480
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 472-480
- Uchiyama, M.¹ Kobayashi, Y.² Furuyama, T.³ Nakamura, S.⁴ Kajihara, Y.⁵ Miyoshi, T.⁶ Sakamoto, T.⁷ Kondo, Y.⁸ Morokuma, K.⁹

43
- 0000164572
- R. R. Fraser T. S. Mansour S. Savard Can. J. Chem. 1985 63 3505 3509
- (1985) Can. J. Chem. , vol.63 , pp. 3505-3509
- Fraser, R.R.¹ Mansour, T.S.² Savard, S.³

44
- 34249843081
- A. I. Belov M. I. Terekhova E. S. Petrov S. F. Vasilevskii M. S. Shvartsberg Russ. Chem. Bull. 1992 41 398 402
- (1992) Russ. Chem. Bull. , vol.41 , pp. 398-402
- Belov, A.I.¹ Terekhova, M.I.² Petrov, E.S.³ Vasilevskii, S.F.⁴ Shvartsberg, M.S.⁵

45
- 33846064670
- K. Shen Y. Fu J.-N. Li L. Liu Q.-X. Guo Tetrahedron 2007 63 1568 1576
- (2007) Tetrahedron , vol.63 , pp. 1568-1576
- Shen, K.¹ Fu, Y.² Li, J.-N.³ Liu, L.⁴ Guo, Q.-X.⁵

46
- 40849119893
- V. E. Matulis O. A. Ivashkevich P. N. Gaponik P. D. Elkind G. T. Sukhanov A. B. Bazyleva D. H. Zaitsau J. Mol. Struct. (Theochem) 2008 854 18 25
- (2008) J. Mol. Struct. (Theochem) , vol.854 , pp. 18-25
- Matulis, V.E.¹ Ivashkevich, O.A.² Gaponik, P.N.³ Elkind, P.D.⁴ Sukhanov, G.T.⁵ Bazyleva, A.B.⁶ Zaitsau, D.H.⁷

47
- 63149164265
- O. A. Ivashkevich V. E. Matulis P. N. Gaponik G. T. Sukhanov J. V. Filippova A. G. Sukhanova Chem. Heterocycl. Compd. 2008 44 1472 1482
- (2008) Chem. Heterocycl. Compd. , vol.44 , pp. 1472-1482
- Ivashkevich, O.A.¹ Matulis, V.E.² Gaponik, P.N.³ Sukhanov, G.T.⁴ Filippova, J.V.⁵ Sukhanova, A.G.⁶

49
- 0031209054
- 3032-3041
- E. Cances, B. Mennucci and J. Tomasi, J. Chem. Phys, 1997, 107, 3032-3041
- (1997) J. Chem. Phys , vol.107
- Cances, E.¹ Mennucci, B.² Tomasi, J.³

50
- 0031550808
- F. Mongin M. Schlosser Tetrahedron Lett. 1997 38 1559 1562
- (1997) Tetrahedron Lett. , vol.38 , pp. 1559-1562
- Mongin, F.¹ Schlosser, M.²

51
- 0032546913
- M. Schlosser Angew. Chem., Int. Ed. 1998 37 1496 1513
- (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 1496-1513
- Schlosser, M.¹

52
- 68149154803
- C. Despotopoulou L. Klier P. Knochel Org. Lett. 2009 11 3326 3329
- (2009) Org. Lett. , vol.11 , pp. 3326-3329
- Despotopoulou, C.¹ Klier, L.² Knochel, P.³

53
- 84889582115
- H. E. Gottlieb V. Kotlyar A. Nudelman J. Org. Chem. 1997 62 7512 7515
- (1997) J. Org. Chem. , vol.62 , pp. 7512-7515
- Gottlieb, H.E.¹ Kotlyar, V.² Nudelman, A.³

54
- 0013631144
- H. E. Khadem Z. M. El-Shafei Y. S. Mohammed J. Chem. Soc. 1960 3993 3997
- (1960) J. Chem. Soc. , pp. 3993-3997
- Khadem, H.E.¹ El-Shafei, Z.M.² Mohammed, Y.S.³

55
- 33745756979
- O. M. E. El-Dusouqui M. M. Abdelkhalik N. A. Al-Awadi H. H. Dib B. J. George M. H. Elnagdi J. Chem. Res. 2006 295 302
- (2006) J. Chem. Res. , pp. 295-302
- El-Dusouqui, O.M.E.¹ Abdelkhalik, M.M.² Al-Awadi, N.A.³ Dib, H.H.⁴ George, B.J.⁵ Elnagdi, M.H.⁶

56
- 0242560405
- A. Altomare M. C. Burla M. Camalli G. L. Cascarano C. Giacovazzo A. Guagliardi A. G. G. Moliterni G. Polidori R. Spagna J. Appl. Crystallogr. 1999 32 115 119
- (1999) J. Appl. Crystallogr. , vol.32 , pp. 115-119
- Altomare, A.¹ Burla, M.C.² Camalli, M.³ Cascarano, G.L.⁴ Giacovazzo, C.⁵ Guagliardi, A.⁶ Moliterni, A.G.G.⁷ Polidori, G.⁸ Spagna, R.⁹

57
- 37549039510
- G. M. Sheldrick Acta Crystallogr., Sect. A: Found. Crystallogr. 2008 A64 112 122
- (2008) Acta Crystallogr., Sect. A: Found. Crystallogr. , vol.64 , pp. 112-122
- Sheldrick, G.M.¹

58
- 0141452964
- L. J. Farrugia J. Appl. Crystallogr. 1999 32 837 838
- (1999) J. Appl. Crystallogr. , vol.32 , pp. 837-838
- Farrugia, L.J.¹

59
- 33646767009
- L. J. Farrugia J. Appl. Crystallogr. 1997 30 565
- (1997) J. Appl. Crystallogr. , vol.30 , pp. 565
- Farrugia, L.J.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.