SCOPUS 정보 검색 플랫폼

Catalysis Science and Technology

Volumn 3, Issue 5, 2013, Pages 1375-1379

Regioselective Pd-catalyzed hydroamination of substituted dienes

(4) Perrier, Arnaud a Ferreira, Michel a,b Reek, Joost N H a Van Der Vlugt, Jarl Ivar a

a UNIVERSITY OF AMSTERDAM (Netherlands)

b UNIVERSITÉ D'ARTOIS (France)

Author keywords

[No Author keywords available]

Indexed keywords

1 ,4-ADDITION; C-N BOND FORMATIONS; HYDRAZONES; HYDROAMINATIONS; REGIO-SELECTIVE; REGIOSELECTIVE ADDITION;

CHEMICAL COMPOUNDS; REACTION KINETICS;

REGIOSELECTIVITY;

EID: 84879562542 PISSN: 20444753 EISSN: 20444761 Source Type: Journal
DOI: 10.1039/c3cy00024a Document Type: Article

Times cited : (12)

References (65)

1
- 0003535761
- Aliphatic amines:, Wiley-VCH, Weinheim
- Aliphatic amines: K. Eller, E. Henkes, R. Rossbacher and H. Höke, Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2000
- (2000) Ullmann's Encyclopedia of Industrial Chemistry
- Eller, K.¹ Henkes, E.² Rossbacher, R.³ Höke, H.⁴

2
- 0003535761
- Anilines:, John Wiley & Sons, New York
- Anilines: T. Kahl, K.-W. Schröder, F. R. Lawrence, W. J. Marshall, H. Höke and R. Jäckh, Ullmann's Encyclopedia of Industrial Chemistry, John Wiley & Sons, New York, 2000
- (2000) Ullmann's Encyclopedia of Industrial Chemistry
- Kahl, T.¹ Schröder, K.-W.² Lawrence, F.R.³ Marshall, W.J.⁴ Höke, H.⁵ Jäckh, R.⁶

3
- 84891322438
- Wiley-VCH, Weinheim, Rh-catalyzed hydroaminomethylation
- A. Ricci, Amino Group Chemistry, Wiley-VCH, Weinheim, 2008
- (2008) Amino Group Chemistry
- Ricci, A.¹

4
- 80051822930
- D. Crozet M. Urrutigoïty P. Kalck ChemCatChem 2011 3 1102
- (2011) ChemCatChem , vol.3 , pp. 1102
- Crozet, D.¹ Urrutigoïty, M.² Kalck, P.³

5
- 78651075848
- G. T. Whiteker Top. Catal. 2010 53 1025
- (2010) Top. Catal. , vol.53 , pp. 1025
- Whiteker, G.T.¹

6
- 77956355429
- L. Monnereau D. Sémeril D. Matt Green Chem. 2010 12 1670
- (2010) Green Chem. , vol.12 , pp. 1670
- Monnereau, L.¹ Sémeril, D.² Matt, D.³

7
- 77950022881
- B. Hamers E. Kosciusko-Morizet D. Vogt ChemCatChem 2009 1 103
- (2009) ChemCatChem , vol.1 , pp. 103
- Hamers, B.¹ Kosciusko-Morizet, E.² Vogt, D.³

8
- 38849160030
- B. Hamers P. Baüerlein C. Müller D. Vogt Adv. Synth. Catal. 2008 350 332
- (2008) Adv. Synth. Catal. , vol.350 , pp. 332
- Hamers, B.¹ Baüerlein, P.² Müller, C.³ Vogt, D.⁴

9
- 34547376025
- Allylic amination
- M. L. Clarke G. J. Roff Green Chem. 2007 9 792
- (2007) Green Chem. , vol.9 , pp. 792
- Clarke, M.L.¹ Roff, G.J.²

10
- 84856053740
- D. Intrieri A. Caselli F. Ragaini P. Macchi N. Casati E. Gallo Eur. J. Inorg. Chem. 2012 569
- (2012) Eur. J. Inorg. Chem. , pp. 569
- Intrieri, D.¹ Caselli, A.² Ragaini, F.³ Macchi, P.⁴ Casati, N.⁵ Gallo, E.⁶

11
- 84856492869
- S. M. Paradine M. C. White J. Am. Chem. Soc. 2012 134 2036
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 2036
- Paradine, S.M.¹ White, M.C.²

12
- 80054971366
- M. E. Harvey D. G. Musaev J. Du Bois J. Am. Chem. Soc. 2011 133 17207
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 17207
- Harvey, M.E.¹ Musaev, D.G.² Du Bois, J.³

13
- 68849106352
- Aziridination
- M. J. Pouy L. M. Stanley J. F. Hartwig J. Am. Chem. Soc. 2009 131 11312
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 11312
- Pouy, M.J.¹ Stanley, L.M.² Hartwig, J.F.³

14
- 80054715442
- H. Lebel C. Spitz O. Leogane C. Trudel M. Parmentier Org. Lett. 2011 13 5460
- (2011) Org. Lett. , vol.13 , pp. 5460
- Lebel, H.¹ Spitz, C.² Leogane, O.³ Trudel, C.⁴ Parmentier, M.⁵

15
- 79961157892
- V. Lyaskovskyy A. I. Olivos Suarez H. Lu H. Jiang X. P. Zhang B. de Bruin J. Am. Chem. Soc. 2011 133 12264
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 12264
- Lyaskovskyy, V.¹ Olivos Suarez, A.I.² Lu, H.³ Jiang, H.⁴ Zhang, X.P.⁵ De Bruin, B.⁶

16
- 82555175884
- S. A. Cramer D. M. Jenkins J. Am. Chem. Soc. 2011 133 19342
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 19342
- Cramer, S.A.¹ Jenkins, D.M.²

17
- 33645512284
- Amination/amidation
- I. D. G. Watson L. Yu A. K. Yudin Acc. Chem. Res. 2006 39 194
- (2006) Acc. Chem. Res. , vol.39 , pp. 194
- Watson, I.D.G.¹ Yu, L.² Yudin, A.K.³

18
- 84856482257
- T. W. Liwosz S. R. Chemler J. Am. Chem. Soc. 2012 134 2020
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 2020
- Liwosz, T.W.¹ Chemler, S.R.²

19
- 83055186823
- P. B. White S. S. Stahl J. Am. Chem. Soc. 2011 133 18594
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 18594
- White, P.B.¹ Stahl, S.S.²

20
- 77953069007
- J. D. Neukom N. S. Perch J. P. Wolfe J. Am. Chem. Soc. 2010 132 6276
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 6276
- Neukom, J.D.¹ Perch, N.S.² Wolfe, J.P.³

21
- 78249287816
- A. Iglesias E. G. Pérez K. Muñiz Angew. Chem., Int. Ed. 2010 49 8109
- (2010) Angew. Chem., Int. Ed. , vol.49 , pp. 8109
- Iglesias, A.¹ Pérez, E.G.² Muñiz, K.³

22
- 67949124387
- C-H amination
- F. Cardona A. Goti Nat. Chem. 2009 1 269
- (2009) Nat. Chem. , vol.1 , pp. 269
- Cardona, F.¹ Goti, A.²

23
- 84555196158
- J. F. Berry Dalton Trans. 2012 41 700
- (2012) Dalton Trans. , vol.41 , pp. 700
- Berry, J.F.¹

24
- 79953905029
- E. R. King E. T. Hennessy T. A. Betley J. Am. Chem. Soc. 2011 133 4917
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 4917
- King, E.R.¹ Hennessy, E.T.² Betley, T.A.³

25
- 79953891072
- H. Lu X. P. Zhang Chem. Soc. Rev. 2011 40 1899
- (2011) Chem. Soc. Rev. , vol.40 , pp. 1899
- Lu, H.¹ Zhang, X.P.²

26
- 78650429673
- H. Lu H. Jiang L. Wojtas X. P. Zhang Angew. Chem., Int. Ed. 2010 49 10192
- (2010) Angew. Chem., Int. Ed. , vol.49 , pp. 10192
- Lu, H.¹ Jiang, H.² Wojtas, L.³ Zhang, X.P.⁴

27
- 69249129394
- F. Collet R. H. Dodd P. Dauban Chem. Commun. 2009 5061
- (2009) Chem. Commun. , pp. 5061
- Collet, F.¹ Dodd, R.H.² Dauban, P.³

28
- 67650500862
- Reductive amination
- S. Fantauzzi A. Caselli E. Gallo Dalton Trans. 2009 5434
- (2009) Dalton Trans. , pp. 5434
- Fantauzzi, S.¹ Caselli, A.² Gallo, E.³

29
- 80052849489
- J. Norinder A. Börner ChemCatChem 2011 3 1407
- (2011) ChemCatChem , vol.3 , pp. 1407
- Norinder, J.¹ Börner, A.²

30
- 79952656705
- N. Andrushko V. Andrushko P. Roose K. Moonen A. Börner ChemCatChem 2010 2 640
- (2010) ChemCatChem , vol.2 , pp. 640
- Andrushko, N.¹ Andrushko, V.² Roose, P.³ Moonen, K.⁴ Börner, A.⁵

31
- 77957606240
- Alternative methods
- C. Wang A. Pettman J. Bacsa J. Xiao Angew. Chem., Int. Ed. 2010 49 7548
- (2010) Angew. Chem., Int. Ed. , vol.49 , pp. 7548
- Wang, C.¹ Pettman, A.² Bacsa, J.³ Xiao, J.⁴

32
- 34547896611
- C. Gunanathan D. Milstein Science 2007 317 790
- (2007) Science , vol.317 , pp. 790
- Gunanathan, C.¹ Milstein, D.²

33
- 58249100147
- T. Zweifel J. V. Naubron H. Grützmacher Angew. Chem., Int. Ed. 2009 48 559
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 559
- Zweifel, T.¹ Naubron, J.V.² Grützmacher, H.³

34
- 53549095407
- T. E. Müller K. C. Hultzsch M. Yus F. Foubelo M. Tada Chem. Rev. 2008 108 3795
- (2008) Chem. Rev. , vol.108 , pp. 3795
- Müller, T.E.¹ Hultzsch, K.C.² Yus, M.³ Foubelo, F.⁴ Tada, M.⁵

35
- 77952854707
- J. I. van der Vlugt Chem. Soc. Rev. 2010 39 2302
- (2010) Chem. Soc. Rev. , vol.39 , pp. 2302
- Van Der Vlugt, J.I.¹

36
- 84855283908
- K. Das R. Shibuya Y. Nakahara N. Germain T. Ohshima K. Mashima Angew. Chem., Int. Ed. 2012 51 150
- (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 150
- Das, K.¹ Shibuya, R.² Nakahara, Y.³ Germain, N.⁴ Ohshima, T.⁵ Mashima, K.⁶

37
- 80051731875
- C. Gunanathan D. Milstein Acc. Chem. Res. 2011 44 588
- (2011) Acc. Chem. Res. , vol.44 , pp. 588
- Gunanathan, C.¹ Milstein, D.²

38
- 78249271049
- D. Pingen C. Müller D. Vogt Angew. Chem., Int. Ed. 2010 49 8130
- (2010) Angew. Chem., Int. Ed. , vol.49 , pp. 8130
- Pingen, D.¹ Müller, C.² Vogt, D.³

39
- 78249280286
- S. Imm S. Bähn L. Neubert H. Neumann M. Beller Angew. Chem., Int. Ed. 2010 49 8126
- (2010) Angew. Chem., Int. Ed. , vol.49 , pp. 8126
- Imm, S.¹ Bähn, S.² Neubert, L.³ Neumann, H.⁴ Beller, M.⁵

40
- 68949164507
- U. M. Dzhemilev G. A. Tolstikov R. I. Khusnutdinov Russ. J. Org. Chem. 2009 45 957
- (2009) Russ. J. Org. Chem. , vol.45 , pp. 957
- Dzhemilev, U.M.¹ Tolstikov, G.A.² Khusnutdinov, R.I.³

41
- 12844288825
- K. A. D. Swift Top. Catal. 2004 27 143
- (2004) Top. Catal. , vol.27 , pp. 143
- Swift, K.A.D.¹

42
- 14844283348
- J. L. F. Monteiro C. O. Veloso Top. Catal. 2004 27 169
- (2004) Top. Catal. , vol.27 , pp. 169
- Monteiro, J.L.F.¹ Veloso, C.O.²

43
- 34447129755
- A. Corma S. Iborra A. Velty Chem. Rev. 2007 107 2411
- (2007) Chem. Rev. , vol.107 , pp. 2411
- Corma, A.¹ Iborra, S.² Velty, A.³

44
- 73349094063
- A. Behr L. Johnen ChemSusChem 2009 2 1072
- (2009) ChemSusChem , vol.2 , pp. 1072
- Behr, A.¹ Johnen, L.²

45
- 84882504559
- in, ed. M. N. Belgacem and A. Gandini, Elsevier, Amsterdam, 17-38
- A. J. D. Silvestre and A. Gandini, in Monomers, Polymers and Composites from Renewable Resources, ed., M. N. Belgacem, and, A. Gandini, Elsevier, Amsterdam, 2009, pp. 17-38
- (2009) Monomers, Polymers and Composites from Renewable Resources
- Silvestre, A.J.D.¹ Gandini, A.²

46
- 77956356282
- A. Behr L. Johnen N. Rentmeister Adv. Synth. Catal. 2010 352 2062
- (2010) Adv. Synth. Catal. , vol.352 , pp. 2062
- Behr, A.¹ Johnen, L.² Rentmeister, N.³

47
- 0006028498
- K. Takabe T. Katagiri J. Tanaka T. Fujita S. Watanabe K. Suga Org. Synth. 1989 67 44
- (1989) Org. Synth. , vol.67 , pp. 44
- Takabe, K.¹ Katagiri, T.² Tanaka, J.³ Fujita, T.⁴ Watanabe, S.⁵ Suga, K.⁶

48
- 34948892781
- 2-Phenyl-1,3-butadiene is prepared via Ni-catalyzed coupling of PhMgCl to chloroprene
- A. M. Johns Z. Lu J. F. Hartwig Angew. Chem., Int. Ed. 2007 46 7259
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 7259
- Johns, A.M.¹ Lu, Z.² Hartwig, J.F.³

49
- 0001302304
- 2-Benzyl-1,3-butadiene is prepared in a similar fashion. Alternative syntheses
- C. Sahlberg A. Quader A. Claesson Tetrahedron Lett. 1983 24 5137
- (1983) Tetrahedron Lett. , vol.24 , pp. 5137
- Sahlberg, C.¹ Quader, A.² Claesson, A.³

50
- 0000614812
- S. Nunomoto Y. Kawakami Y. Yamashita Bull. Chem. Soc. Jpn. 1981 54 2831
- (1981) Bull. Chem. Soc. Jpn. , vol.54 , pp. 2831
- Nunomoto, S.¹ Kawakami, Y.² Yamashita, Y.³

51
- 34248357402
- R. R. Pidaparthi M. E. Welker C. S. Day M. W. Wright Org. Lett. 2007 9 1623
- (2007) Org. Lett. , vol.9 , pp. 1623
- Pidaparthi, R.R.¹ Welker, M.E.² Day, C.S.³ Wright, M.W.⁴

52
- 78650134069
- L. F. Tietze F. Behrendt F. Major B. Krewer J. M. von Hof Eur. J. Org. Chem. 2010 6909
- (2010) Eur. J. Org. Chem. , pp. 6909
- Tietze, L.F.¹ Behrendt, F.² Major, F.³ Krewer, B.⁴ Von Hof, J.M.⁵

53
- 34250363038
- L. F. Tietze F. Major I. Schuberth D. A. Spiegl B. Krewer K. Maksimenka G. Bringmann J. Magull Chem.-Eur. J. 2007 13 4396
- (2007) Chem.-Eur. J. , vol.13 , pp. 4396
- Tietze, L.F.¹ Major, F.² Schuberth, I.³ Spiegl, D.A.⁴ Krewer, B.⁵ Maksimenka, K.⁶ Bringmann, G.⁷ Magull, J.⁸

54
- 0036113927
- L. F. Tietze T. Herzig T. Feuerstein I. Schuberth Eur. J. Org. Chem. 2002 1634
- (2002) Eur. J. Org. Chem. , pp. 1634
- Tietze, L.F.¹ Herzig, T.² Feuerstein, T.³ Schuberth, I.⁴

55
- 0035495592
- See ref. 16 and
- L. F. Tietze T. Herzig A. Fecher F. Haunert I. Schuberth ChemBioChem 2001 2 758
- (2001) ChemBioChem , vol.2 , pp. 758
- Tietze, L.F.¹ Herzig, T.² Fecher, A.³ Haunert, F.⁴ Schuberth, I.⁵

56
- 0003514212
- R. E. Johnson J. T. Hane D. C. Schlegel R. B. Perni J. L. Herrmann Jr. C. J. Opalka P. M. Carabateas J. H. Ackerman J. Swestock J. Org. Chem. 1991 56 5218
- (1991) J. Org. Chem. , vol.56 , pp. 5218
- Johnson, R.E.¹ Hane, J.T.² Schlegel, D.C.³ Perni, R.B.⁴ Herrmann, Jr.J.L.⁵ Opalka, C.J.⁶ Carabateas, P.M.⁷ Ackerman, J.H.⁸ Swestock, J.⁹

57
- 33947468078
- R. C. Mansfield C. J. Schmidle J. Org. Chem. 1956 21 699
- (1956) J. Org. Chem. , vol.21 , pp. 699
- Mansfield, R.C.¹ Schmidle, C.J.²

58
- 0026762919
- A. Buschauer A. Friese-Kimmel G. Baumann W. Schunack Eur. J. Med. Chem. 1992 27 321
- (1992) Eur. J. Med. Chem. , vol.27 , pp. 321
- Buschauer, A.¹ Friese-Kimmel, A.² Baumann, G.³ Schunack, W.⁴

59
- 0037691454
- The precise mechanism for the observed isomerization is not known to date, but the intermediacy of a Pd-allylic species is envisaged as a likely candidate
- A. Padwa T. Caruso S. Nahm A. Rodriguez J. Am. Chem. Soc. 1982 104 2865
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 2865
- Padwa, A.¹ Caruso, T.² Nahm, S.³ Rodriguez, A.⁴

60
- 0039654410
- D. Djahanbini B. Cazes J. Gore F. Gobert Tetrahedron 1985 41 867
- (1985) Tetrahedron , vol.41 , pp. 867
- Djahanbini, D.¹ Cazes, B.² Gore, J.³ Gobert, F.⁴

61
- 0000945418
- I. Ojima M. Yatabe T. Fuchikami J. Org. Chem. 1982 47 2051
- (1982) J. Org. Chem. , vol.47 , pp. 2051
- Ojima, I.¹ Yatabe, M.² Fuchikami, T.³

62
- 0018397224
- A. Hosomi M. Saito H. Sakurai Tetrahedron Lett. 1979 20 429
- (1979) Tetrahedron Lett. , vol.20 , pp. 429
- Hosomi, A.¹ Saito, M.² Sakurai, H.³

63
- 0000637597
- The selective 1,2-hydroamination of anilines to 1,1-dimethylallene furnishes similar compounds
- M. E. Jung C. A. McCombs Tetrahedron Lett. 1976 17 2935
- (1976) Tetrahedron Lett. , vol.17 , pp. 2935
- Jung, M.E.¹ McCombs, C.A.²

64
- 84859371232
- See also
- J. F. Beck J. A. R. Schmidt RSC Adv. 2012 2 128
- (2012) RSC Adv. , vol.2 , pp. 128
- Beck, J.F.¹ Schmidt, J.A.R.²

65
- 84862069339
- K. L. Butler M. Tragni R. A. Widenhoefer Angew. Chem., Int. Ed. 2012 51 5175.
- (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 5175
- Butler, K.L.¹ Tragni, M.² Widenhoefer, R.A.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.