SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 53, Issue 13, 2014, Pages 3505-3509

Ruthenium-catalyzed cross-dehydrogenative ortho-N-carbazolation of diarylamines: Versatile access to unsymmetrical diamines

(4) Louillat, Marie Laure a Biafora, Agostino a Legros, Fabien a Patureau, Frederic W a

a Rheinland Pfälzische Technische Universität Kaiserslautern Landau (Germany)

Author keywords

axial chirality; C H activation; dehydrogenative cross couplings; lauternamines; oxidative amination

Indexed keywords

ACTIVATION ANALYSIS; AMINES; ANILINE; CHEMICAL ACTIVATION; OXIDANTS;

AXIAL CHIRALITY; C-H ACTIVATION; CATALYTIC SYSTEM; CROSS-COUPLINGS; DIRECTING GROUPS; LAUTERNAMINES; ORGANIC SYNTHESIS; TERMINAL OXIDANTS;

RUTHENIUM;

EID: 84896467177 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201308601 Document Type: Article

Times cited : (68)

References (79)

1
- 84888628730
- V. S. Thirunavukkarasu, S. I. Kozhushkov, L. Ackermann, Chem. Commun. 2014, 50, 29
- (2014) Chem. Commun. , vol.50 , pp. 29
- Thirunavukkarasu, V.S.¹ Kozhushkov, S.I.² Ackermann, L.³

2
- 84875982435
- L. Ackermann, Acc. Chem. Res. 2013, 46, DOI
- (2013) Acc. Chem. Res. , pp. 46
- Ackermann, L.¹

3
- 84876828644
- J. Wencel-Delord, F. Glorius, Nat. Chem. 2013, 5, 369
- (2013) Nat. Chem. , vol.5 , pp. 369
- Wencel-Delord, J.¹ Glorius, F.²

4
- 84871959662
- N. Kuhl, M. N. Hopkinson, J. Wencel-Delord, F. Glorius, Angew. Chem. 2012, 124, 10382
- (2012) Angew. Chem. , vol.124 , pp. 10382
- Kuhl, N.¹ Hopkinson, M.N.² Wencel-Delord, J.³ Glorius, F.⁴

5
- 84865497366
- Angew. Chem. Int. Ed. 2012, 51, 10236
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 10236

6
- 84863451341
- S. R. Neufeldt, M. S. Sanford, Acc. Chem. Res. 2012, 45, 936
- (2012) Acc. Chem. Res. , vol.45 , pp. 936
- Neufeldt, S.R.¹ Sanford, M.S.²

7
- 84868355670
- P. B. Arockiam, C. Bruneau, P. H. Dixneuf, Chem. Rev. 2012, 112, 5879
- (2012) Chem. Rev. , vol.112 , pp. 5879
- Arockiam, P.B.¹ Bruneau, C.² Dixneuf, P.H.³

8
- 84871962677
- J. Yamaguchi, A. D. Yamaguchi, K. Itami, Angew. Chem. 2012, 124, 9092
- (2012) Angew. Chem. , vol.124 , pp. 9092
- Yamaguchi, J.¹ Yamaguchi, A.D.² Itami, K.³

9
- 84865838463
- Angew. Chem. Int. Ed. 2012, 51, 8960
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 8960

10
- 84864776790
- F. W. Patureau, J. Wencel-Delord, F. Glorius, Aldrichimica Acta 2012, 45, 31
- (2012) Aldrichimica Acta , vol.45 , pp. 31
- Patureau, F.W.¹ Wencel-Delord, J.² Glorius, F.³

11
- 84859742675
- G. Song, F. Wang, X. Li, Chem. Soc. Rev. 2012, 41, 3651
- (2012) Chem. Soc. Rev. , vol.41 , pp. 3651
- Song, G.¹ Wang, F.² Li, X.³

12
- 84863466345
- D. A. Colby, A. S. Tsai, R. G. Bergman, J. A. Ellman, Acc. Chem. Res. 2012, 45, 814
- (2012) Acc. Chem. Res. , vol.45 , pp. 814
- Colby, D.A.¹ Tsai, A.S.² Bergman, R.G.³ Ellman, J.A.⁴

13
- 84863446276
- K. M. Engle, T.-S. Mei, M. Wasa, J.-Q. Yu, Acc. Chem. Res. 2012, 45, 788
- (2012) Acc. Chem. Res. , vol.45 , pp. 788
- Engle, K.M.¹ Mei, T.-S.² Wasa, M.³ Yu, J.-Q.⁴

14
- 80054105790
- J. Wencel-Delord, T. Dröge, F. Liu, F. Glorius, Chem. Soc. Rev. 2011, 40, 4740
- (2011) Chem. Soc. Rev. , vol.40 , pp. 4740
- Wencel-Delord, J.¹ Dröge, T.² Liu, F.³ Glorius, F.⁴

15
- 79958848824
- L. McMurray, F. O'Hara, M. J. Gaunt, Chem. Soc. Rev. 2011, 40, 1885
- (2011) Chem. Soc. Rev. , vol.40 , pp. 1885
- McMurray, L.¹ O'Hara, F.² Gaunt, M.J.³

16
- 77957204974
- T. Satoh, M. Miura, Chem. Eur. J. 2010, 16, 11212
- (2010) Chem. Eur. J. , vol.16 , pp. 11212
- Satoh, T.¹ Miura, M.²

17
- 77949381429
- T. W. Lyons, M. S. Sanford, Chem. Rev. 2010, 110, 1147
- (2010) Chem. Rev. , vol.110 , pp. 1147
- Lyons, T.W.¹ Sanford, M.S.²

18
- 77349090183
- D. A. Colby, R. G. Bergman, J. A. Ellman, Chem. Rev. 2010, 110, 624
- (2010) Chem. Rev. , vol.110 , pp. 624
- Colby, D.A.¹ Bergman, R.G.² Ellman, J.A.³

19
- 75749111062
- L.-M. Xu, B.-J. Li, Z. Yang, Z.-J. Shi, Chem. Soc. Rev. 2010, 39, 712
- (2010) Chem. Soc. Rev. , vol.39 , pp. 712
- Xu, L.-M.¹ Li, B.-J.² Yang, Z.³ Shi, Z.-J.⁴

20
- 74549178746
- C.-L. Sun, B.-J. Li, Z.-J. Shi, Chem. Commun. 2010, 46, 677.
- (2010) Chem. Commun. , vol.46 , pp. 677
- Sun, C.-L.¹ Li, B.-J.² Shi, Z.-J.³

21
- 84896391244
- S. A. Girard, T. Knauber, C.-J. Li, Angew. Chem. 2014, 126, 76
- (2014) Angew. Chem. , vol.126 , pp. 76
- Girard, S.A.¹ Knauber, T.² Li, C.-J.³

22
- 84896404069
- Angew. Chem. Int. Ed. 2014, 53, 74
- (2014) Angew. Chem. Int. Ed. , vol.53 , pp. 74

23
- 79952678116
- C. S. Yeung, V. M. Dong, Chem. Rev. 2011, 111, 1215
- (2011) Chem. Rev. , vol.111 , pp. 1215
- Yeung, C.S.¹ Dong, V.M.²

24
- 65249146649
- C.-J. Li, Acc. Chem. Res. 2009, 42, 335.
- (2009) Acc. Chem. Res. , vol.42 , pp. 335
- Li, C.-J.¹

25
- 38749120651
- H. Fan, J. Peng, M. T. Hamann, J.-F. Hu, Chem. Rev. 2008, 108, 264. For selected reviews on state-of-the-art amination techniques based on Pd catalysts (Buchwald-Hartwig reaction), see
- (2008) Chem. Rev. , vol.108 , pp. 264
- Fan, H.¹ Peng, J.² Hamann, M.T.³ Hu, J.-F.⁴

26
- 79251600617
- D. S. Surry, S. L. Buchwald, Chem. Sci. 2011, 2, 27
- (2011) Chem. Sci. , vol.2 , pp. 27
- Surry, D.S.¹ Buchwald, S.L.²

27
- 58349102704
- D. S. Surry, S. L. Buchwald, Angew. Chem. 2008, 120, 6438
- (2008) Angew. Chem. , vol.120 , pp. 6438
- Surry, D.S.¹ Buchwald, S.L.²

28
- 52049105452
- Angew. Chem. Int. Ed. 2008, 47, 6338
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 6338

29
- 52149114261
- J. F. Hartwig, Nature 2008, 455, 314
- (2008) Nature , vol.455 , pp. 314
- Hartwig, J.F.¹

30
- 57549097790
- J. F. Hartwig, Acc. Chem. Res. 2008, 41, 1534.
- (2008) Acc. Chem. Res. , vol.41 , pp. 1534
- Hartwig, J.F.¹

31
- 84892390324
- For a recent review highlighting the challenges in oxidative Cï£¿H amination reactions, see:, M.-L. Louillat, F. W. Patureau, Chem. Soc. Rev. 2014, 43, 901.
- (2014) Chem. Soc. Rev. , vol.43 , pp. 901
- Louillat, M.-L.¹ Patureau, F.W.²

32
- 0030864744
- M. S. Driver, J. F. Hartwig, J. Am. Chem. Soc. 1997, 119, 8232. For a review, see
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 8232
- Driver, M.S.¹ Hartwig, J.F.²

33
- 34047138419
- references therein.
- J. F. Hartwig, Inorg. Chem. 2007, 46, 1936, and references therein.
- (2007) Inorg. Chem. , vol.46 , pp. 1936
- Hartwig, J.F.¹

34
- 33746071928
- H.-Y. Thu, W.-Y. Yu, C.-M. Che, J. Am. Chem. Soc. 2006, 128, 9048.
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 9048
- Thu, H.-Y.¹ Yu, W.-Y.² Che, C.-M.³

35
- 77952684128
- H. Zhao, M. Wang, W. Su, M. Hong, Adv. Synth. Catal. 2010, 352, 1301.
- (2010) Adv. Synth. Catal. , vol.352 , pp. 1301
- Zhao, H.¹ Wang, M.² Su, W.³ Hong, M.⁴

36
- 79551712208
- B. Xiao, T.-J. Gong, J. Xu, Z.-J. Liu, L. Liu, J. Am. Chem. Soc. 2011, 133, 1466.
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 1466
- Xiao, B.¹ Gong, T.-J.² Xu, J.³ Liu, Z.-J.⁴ Liu, L.⁵

37
- 79956072566
- A. John, K. M. Nicholas, J. Org. Chem. 2011, 76, 4158. See also
- (2011) J. Org. Chem. , vol.76 , pp. 4158
- John, A.¹ Nicholas, K.M.²

38
- 33744786786
- X. Chen, X.-S. Hao, C. E. Goodhue, J.-Q. Yu, J. Am. Chem. Soc. 2006, 128, 6790.
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 6790
- Chen, X.¹ Hao, X.-S.² Goodhue, C.E.³ Yu, J.-Q.⁴

39
- 84883003242
- L. D. Tran, J. Roane, O. Daugulis, Angew. Chem. 2013, 125, 6159
- (2013) Angew. Chem. , vol.125 , pp. 6159
- Tran, L.D.¹ Roane, J.² Daugulis, O.³

40
- 84878389438
- Angew. Chem. Int. Ed. 2013, 52, 6043.
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 6043

41
- 84878914824
- R. Shrestha, P. Mukherjee, Y. Tan, Z. C. Litman, J. F. Hartwig, J. Am. Chem. Soc. 2013, 135, 8480
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 8480
- Shrestha, R.¹ Mukherjee, P.² Tan, Y.³ Litman, Z.C.⁴ Hartwig, J.F.⁵

42
- 84869428053
- C. Tang, N. Jiao, J. Am. Chem. Soc. 2012, 134, 18924
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 18924
- Tang, C.¹ Jiao, N.²

43
- 79851470612
- M. Miyasaka, K. Hirano, T. Satoh, R. Kowalczyk, C. Bolm, M. Miura, Org. Lett. 2011, 13, 359
- (2011) Org. Lett. , vol.13 , pp. 359
- Miyasaka, M.¹ Hirano, K.² Satoh, T.³ Kowalczyk, R.⁴ Bolm, C.⁵ Miura, M.⁶

44
- 79957699837
- E. J. Yoo, S. Ma, T.-S. Mei, K. S. L. Chan, J.-Q. Yu, J. Am. Chem. Soc. 2011, 133, 7652
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 7652
- Yoo, E.J.¹ Ma, S.² Mei, T.-S.³ Chan, K.S.L.⁴ Yu, J.-Q.⁵

45
- 77949833507
- Q. Shuai, G. Deng, Z. Chua, D. S. Bohle, C.-J. Li, Adv. Synth. Catal. 2010, 352, 632
- (2010) Adv. Synth. Catal. , vol.352 , pp. 632
- Shuai, Q.¹ Deng, G.² Chua, Z.³ Bohle, D.S.⁴ Li, C.-J.⁵

46
- 78149463267
- A. Armstrong, J. C. Collins, Angew. Chem. 2010, 122, 2332
- (2010) Angew. Chem. , vol.122 , pp. 2332
- Armstrong, A.¹ Collins, J.C.²

47
- 77952879070
- Angew. Chem. Int. Ed. 2010, 49, 2282
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 2282

48
- 79960226569
- J. Y. Kim, S. H. Cho, J. Joseph, S. Chang, Angew. Chem. 2010, 122, 10095
- (2010) Angew. Chem. , vol.122 , pp. 10095
- Kim, J.Y.¹ Cho, S.H.² Joseph, J.³ Chang, S.⁴

49
- 78650279320
- Angew. Chem. Int. Ed. 2010, 49, 9899
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 9899

50
- 64349114690
- D. Monguchi, T. Fujiwara, H. Furukawa, A. Mori, Org. Lett. 2009, 11, 1607
- (2009) Org. Lett. , vol.11 , pp. 1607
- Monguchi, D.¹ Fujiwara, T.² Furukawa, H.³ Mori, A.⁴

51
- 70749147617
- Q. Wang, S. L. Schreiber, Org. Lett. 2009, 11, 5178.
- (2009) Org. Lett. , vol.11 , pp. 5178
- Wang, Q.¹ Schreiber, S.L.²

52
- 84874094317
- M.-L. Louillat, F. W. Patureau, Org. Lett. 2013, 15, 164.
- (2013) Org. Lett. , vol.15 , pp. 164
- Louillat, M.-L.¹ Patureau, F.W.²

53
- 84891321128
- L. Wang, L. Ackermann, Chem. Commun. 2014, 50, 1083
- (2014) Chem. Commun. , vol.50 , pp. 1083
- Wang, L.¹ Ackermann, L.²

54
- 84877802611
- M. Bhanuchandra, M. R. Yadav, R. K. Rit, M. R. Kuram, A. K. Sahoo, Chem. Commun. 2013, 49, 5225
- (2013) Chem. Commun. , vol.49 , pp. 5225
- Bhanuchandra, M.¹ Yadav, M.R.² Rit, R.K.³ Kuram, M.R.⁴ Sahoo, A.K.⁵

55
- 84875921121
- M. R. Yadav, R. K. Rit, A. K. Sahoo, Org. Lett. 2013, 15, 1638
- (2013) Org. Lett. , vol.15 , pp. 1638
- Yadav, M.R.¹ Rit, R.K.² Sahoo, A.K.³

56
- 84880013128
- V. S. Thirunavukkarasu, K. Raghuvanshi, L. Ackermann, Org. Lett. 2013, 15, 3286
- (2013) Org. Lett. , vol.15 , pp. 3286
- Thirunavukkarasu, V.S.¹ Raghuvanshi, K.² Ackermann, L.³

57
- 84874599469
- S. I. Kozhushkov, L. Ackermann, Chem. Sci. 2013, 4, 886
- (2013) Chem. Sci. , vol.4 , pp. 886
- Kozhushkov, S.I.¹ Ackermann, L.²

58
- 84857207395
- L. Ackermann, E. Diers, A. Manvar, Org. Lett. 2012, 14, 1154
- (2012) Org. Lett. , vol.14 , pp. 1154
- Ackermann, L.¹ Diers, E.² Manvar, A.³

59
- 84856739303
- L. Ackermann, A. V. Lygin, Org. Lett. 2012, 14, 764
- (2012) Org. Lett. , vol.14 , pp. 764
- Ackermann, L.¹ Lygin, A.V.²

60
- 82455205873
- L. Ackermann, L. Wang, A. V. Lygin, Chem. Sci. 2012, 3, 177
- (2012) Chem. Sci. , vol.3 , pp. 177
- Ackermann, L.¹ Wang, L.² Lygin, A.V.³

61
- 84867737916
- R. K. Chinnagolla, M. Jeganmohan, Org. Lett. 2012, 14, 5246
- (2012) Org. Lett. , vol.14 , pp. 5246
- Chinnagolla, R.K.¹ Jeganmohan, M.²

62
- 84862552278
- R. K. Chinnagolla, S. Pimparkar, M. Jeganmohan, Org. Lett. 2012, 14, 3032
- (2012) Org. Lett. , vol.14 , pp. 3032
- Chinnagolla, R.K.¹ Pimparkar, S.² Jeganmohan, M.³

63
- 84857212929
- K. Padala, M. Jeganmohan, Org. Lett. 2012, 14, 1134
- (2012) Org. Lett. , vol.14 , pp. 1134
- Padala, K.¹ Jeganmohan, M.²

64
- 84856529539
- Y. Hashimoto, T. Ortloff, K. Hirano, T. Satoh, C. Bolm, M. Miura, Chem. Lett. 2012, 41, 151
- (2012) Chem. Lett. , vol.41 , pp. 151
- Hashimoto, Y.¹ Ortloff, T.² Hirano, K.³ Satoh, T.⁴ Bolm, C.⁵ Miura, M.⁶

65
- 84860194480
- Y. Hashimoto, K. Hirano, T. Satoh, F. Kakiuchi, M. Miura, Org. Lett. 2012, 14, 2058
- (2012) Org. Lett. , vol.14 , pp. 2058
- Hashimoto, Y.¹ Hirano, K.² Satoh, T.³ Kakiuchi, F.⁴ Miura, M.⁵

66
- 84863011750
- K.-H. Kwon, D. W. Lee, C. S. Yi, Organometallics 2012, 31, 495
- (2012) Organometallics , vol.31 , pp. 495
- Kwon, K.-H.¹ Lee, D.W.² Yi, C.S.³

67
- 84863011414
- B. Li, J. Ma, N. Wang, H. Feng, S. Xu, B. Wang, Org. Lett. 2012, 14, 736
- (2012) Org. Lett. , vol.14 , pp. 736
- Li, B.¹ Ma, J.² Wang, N.³ Feng, H.⁴ Xu, S.⁵ Wang, B.⁶

68
- 84867363050
- J. Hu, S. Chen, Y. Sun, J. Yang, Y. Rao, Org. Lett. 2012, 14, 5030
- (2012) Org. Lett. , vol.14 , pp. 5030
- Hu, J.¹ Chen, S.² Sun, Y.³ Yang, J.⁴ Rao, Y.⁵

69
- 84867053193
- M. K. Lakshman, A. C. Deb, R. R. Chamala, P. Pradhan, R. Pratap, Angew. Chem. 2011, 123, 11602
- (2011) Angew. Chem. , vol.123 , pp. 11602
- Lakshman, M.K.¹ Deb, A.C.² Chamala, R.R.³ Pradhan, P.⁴ Pratap, R.⁵

70
- 81755163027
- Angew. Chem. Int. Ed. 2011, 50, 11400.
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 11400

71
- 84896483090
- PCT Int. Appl., WO 2011018144 A2 20110217
- N. Blouin, W. Mitchell, C. Wang, S. Tierney, Phenanthro[1,10,9,8-c,d,e,f, g]carbazole polymers and their use as organic semiconductors, PCT Int. Appl., WO 2011018144 A2 20110217, 2011. See also
- (2011) Phenanthro[1,10,9,8-c,d,e,f,g]carbazole Polymers and Their Use As Organic Semiconductors
- Blouin, N.¹ Mitchell, W.² Wang, C.³ Tierney, S.⁴

72
- 84875986968
- H. Chen, Y. Guo, X. Sun, D. Gao, Y. Liu, G. Yu, J. Polym. Sci. Part A 2013, 51, 2208
- (2013) J. Polym. Sci. Part A , vol.51 , pp. 2208
- Chen, H.¹ Guo, Y.² Sun, X.³ Gao, D.⁴ Liu, Y.⁵ Yu, G.⁶

73
- 80052323502
- Y. Li, L. Hao, H. Fu, W. Pisula, X. Feng, Z. Wang, Chem. Commun. 2011, 47, 10088
- (2011) Chem. Commun. , vol.47 , pp. 10088
- Li, Y.¹ Hao, L.² Fu, H.³ Pisula, W.⁴ Feng, X.⁵ Wang, Z.⁶

74
- 70349900421
- C. Jiao, K.-W. Huang, J. Luo, K. Zhang, C. Chi, J. Wu, Org. Lett. 2009, 11, 4508
- (2009) Org. Lett. , vol.11 , pp. 4508
- Jiao, C.¹ Huang, K.-W.² Luo, J.³ Zhang, K.⁴ Chi, C.⁵ Wu, J.⁶

75
- 64349107004
- Y. Li, Z. Wang, Org. Lett. 2009, 11, 1385
- (2009) Org. Lett. , vol.11 , pp. 1385
- Li, Y.¹ Wang, Z.²

76
- 65749104276
- G.-J. Zhao, K.-L. Han, J. Phys. Chem. A 2009, 113, 4788
- (2009) J. Phys. Chem. A , vol.113 , pp. 4788
- Zhao, G.-J.¹ Han, K.-L.²

77
- 52449096947
- W. Jiang, H. Qian, Y. Li, Z. Wang, J. Org. Chem. 2008, 73, 7369.
- (2008) J. Org. Chem. , vol.73 , pp. 7369
- Jiang, W.¹ Qian, H.² Li, Y.³ Wang, Z.⁴

78
- 0030959046
- S. M. Fox, S. A. Johnston, J. Am. Vet. Med. Assoc. 1997, 210, 1493
- (1997) J. Am. Vet. Med. Assoc. , vol.210 , pp. 1493
- Fox, S.M.¹ Johnston, S.A.²

79
- 0027185891
- F. Lapicque, N. Muller, E. Payan, N. Dubois, P. Netter, Clin. Pharmacokinet. 1993, 25, 115.
- (1993) Clin. Pharmacokinet. , vol.25 , pp. 115
- Lapicque, F.¹ Muller, N.² Payan, E.³ Dubois, N.⁴ Netter, P.⁵

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.