SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 51, Issue 44, 2012, Pages 11157-11161

Direct Pd-catalyzed cross-coupling of functionalized organoaluminum reagents

(5) Groll, Klaus a Blümke, Tobias D a Unsinn, Andreas a Haas, Diana a Knochel, Paul a

a UNIVERSITY OF MUNICH (Germany)

Author keywords

aluminum; cross coupling; metalation; organoaluminum reagents; palladium

Indexed keywords

ALKYLALUMINUM; CROSS-COUPLED; CROSS-COUPLINGS; FUNCTIONALIZED; METALATIONS; ORGANOALUMINUM REAGENTS; PD CATALYST; TRIFLATES;

ALDEHYDES; ALUMINUM; BROMINE COMPOUNDS; CHLORINE COMPOUNDS; KETONES; ORGANIC COMPOUNDS; PALLADIUM; PHOSPHORUS COMPOUNDS;

CHEMICAL REACTIONS;

ALUMINUM; ORGANOMETALLIC COMPOUND; PALLADIUM;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS;

ALUMINUM; CATALYSIS; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; PALLADIUM;

EID: 84867760897 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201205987 Document Type: Article

Times cited : (41)

References (81)

1
- 20544450502
- (Eds.: A. de Meijere, F. Diederich), Wiley-VCH, Weinheim
- Metal-Catalyzed Cross-Coupling Reactions, 2nd ed. (Eds.:, A. de Meijere, F. Diederich,), Wiley-VCH, Weinheim, 2004
- (2004) Metal-Catalyzed Cross-Coupling Reactions, 2nd Ed.

2
- 32344433949
- Elsevier, Burlington
- L. Kürti, B. Czakõ, Strategic Applications of Named Reactions in Organic Synthesis, Elsevier, Burlington, 2005.
- (2005) Strategic Applications of Named Reactions in Organic Synthesis
- Kürti, L.¹ Czakõ, B.²

3
- 13044307437
- R. F. Heck, J. Am. Chem. Soc. 1968, 90, 5518
- (1968) J. Am. Chem. Soc. , vol.90 , pp. 5518
- Heck, R.F.¹

4
- 33947299933
- R. F. Heck, J. Am. Chem. Soc. 1969, 91, 6707
- (1969) J. Am. Chem. Soc. , vol.91 , pp. 6707
- Heck, R.F.¹

5
- 33645896595
- R. F. Heck, J. P. Nolley, J. Org. Chem. 1972, 37, 2320.
- (1972) J. Org. Chem. , vol.37 , pp. 2320
- Heck, R.F.¹ Nolley, J.P.²

6
- 49249152617
- N. Miyaura, K. Yamada, A. Suzuki, Tetrahedron Lett. 1979, 20, 3437
- (1979) Tetrahedron Lett. , vol.20 , pp. 3437
- Miyaura, N.¹ Yamada, K.² Suzuki, A.³

7
- 37049107259
- N. Miyaura, A. Suzuki, J. Chem. Soc. Chem. Commun. 1979, 866
- (1979) J. Chem. Soc. Chem. Commun. , pp. 866
- Miyaura, N.¹ Suzuki, A.²

8
- 80555129757
- A. Suzuki, Angew. Chem. 2011, 123, 6854
- (2011) Angew. Chem. , vol.123 , pp. 6854
- Suzuki, A.¹

9
- 79960245915
- Angew. Chem. Int. Ed. 2011, 50, 6722.
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 6722

10
- 0347840174
- E. Negishi, S. Baba, J. Chem. Soc. Chem. Commun. 1976, 596b
- (1976) J. Chem. Soc. Chem. Commun.
- Negishi, E.¹ Baba, S.²

11
- 0000471742
- S. Baba, E. Negishi, J. Am. Chem. Soc. 1976, 98, 6729
- (1976) J. Am. Chem. Soc. , vol.98 , pp. 6729
- Baba, S.¹ Negishi, E.²

12
- 33847088408
- E. Negishi, A. O. King, N. Okukado, J. Org. Chem. 1977, 42, 1821
- (1977) J. Org. Chem. , vol.42 , pp. 1821
- Negishi, E.¹ King, A.O.² Okukado, N.³

13
- 33947094318
- E. Negishi, N. Okukado, A. O. King, D. E. Van Horn, B. I. Spiegel, J. Am. Chem. Soc. 1978, 100, 2254
- (1978) J. Am. Chem. Soc. , vol.100 , pp. 2254
- Negishi, E.¹ Okukado, N.² King, A.O.³ Van Horn, D.E.⁴ Spiegel, B.I.⁵

14
- 33845282857
- E. Negishi, T. Takahashi, S. Baba, D. E. Van Horn, N. Okukado, J. Am. Chem. Soc. 1987, 109, 2393; For reviews see
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 2393
- Negishi, E.¹ Takahashi, T.² Baba, S.³ Van Horn, D.E.⁴ Okukado, N.⁵

15
- 33750026643
- E. Negishi, Acc. Chem. Res. 1982, 15, 340
- (1982) Acc. Chem. Res. , vol.15 , pp. 340
- Negishi, E.¹

16
- 83755162434
- E. Negishi, Angew. Chem. 2011, 123, 6870
- (2011) Angew. Chem. , vol.123 , pp. 6870
- Negishi, E.¹

17
- 79960264489
- Angew. Chem. Int. Ed. 2011, 50, 6738.
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 6738

18
- 79952543990
- C. Hawner, D. Müller, L. Gremaud, A. Felouat, S. Woodward, A. Alexakis, Angew. Chem. 2010, 122, 7935
- (2010) Angew. Chem. , vol.122 , pp. 7935
- Hawner, C.¹ Müller, D.² Gremaud, L.³ Felouat, A.⁴ Woodward, S.⁵ Alexakis, A.⁶

19
- 78249268524
- Angew. Chem. Int. Ed. 2010, 49, 7769
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 7769

20
- 84859614528
- L. Gremaud, A. Alexakis, Angew. Chem. 2012, 124, 818
- (2012) Angew. Chem. , vol.124 , pp. 818
- Gremaud, L.¹ Alexakis, A.²

21
- 84855794604
- Angew. Chem. Int. Ed. 2012, 51, 794
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 794

22
- 77955367189
- X. Tang, D. Rawson, S. Woodward, Synlett 2010, 636
- (2010) Synlett , pp. 636
- Tang, X.¹ Rawson, D.² Woodward, S.³

23
- 83755198201
- Y. Zhou, T. Lecourt, L. Micouin, Angew. Chem. 2010, 122, 2661
- (2010) Angew. Chem. , vol.122 , pp. 2661
- Zhou, Y.¹ Lecourt, T.² Micouin, L.³

24
- 77950276239
- Angew. Chem. Int. Ed. 2010, 49, 2607.
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 2607

25
- 2042507954
- N. Miyaura, A. Suzuki, Chem. Rev. 1995, 95, 2457
- (1995) Chem. Rev. , vol.95 , pp. 2457
- Miyaura, N.¹ Suzuki, A.²

26
- 0000812505
- M. R. Rivero, G. A. Molander, Org. Lett. 2002, 4, 107
- (2002) Org. Lett. , vol.4 , pp. 107
- Rivero, M.R.¹ Molander, G.A.²

27
- 77749298298
- L. Ackermann, H. K. Potukuchi, A. Althammer, R. Born, P. Mayer, Org. Lett. 2010, 12, 1004.
- (2010) Org. Lett. , vol.12 , pp. 1004
- Ackermann, L.¹ Potukuchi, H.K.² Althammer, A.³ Born, R.⁴ Mayer, P.⁵

28
- 40949123444
- S. Son, G. C. Fu, J. Am. Chem. Soc. 2008, 130, 2756
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 2756
- Son, S.¹ Fu, G.C.²

29
- 52449111842
- S. Sase, M. Jaric, A. Metzger, V. Malakhov, P. Knochel, J. Org. Chem. 2008, 73, 7380
- (2008) J. Org. Chem. , vol.73 , pp. 7380
- Sase, S.¹ Jaric, M.² Metzger, A.³ Malakhov, V.⁴ Knochel, P.⁵

30
- 70349111493
- C. Wang, T. Tobrman, Z. Xu, E. Negishi, Org. Lett. 2009, 11, 4092
- (2009) Org. Lett. , vol.11 , pp. 4092
- Wang, C.¹ Tobrman, T.² Xu, Z.³ Negishi, E.⁴

31
- 70350623057
- A. Krasovskiy, C. Duplais, B. H. Lipshutz, J. Am. Chem. Soc. 2009, 131, 15592
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 15592
- Krasovskiy, A.¹ Duplais, C.² Lipshutz, B.H.³

32
- 67650566611
- C. Han, S. L. Buchwald, J. Am. Chem. Soc. 2009, 131, 7532
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 7532
- Han, C.¹ Buchwald, S.L.²

33
- 79951979031
- L. Melzig, A. Metzger, P. Knochel, Chem. Eur. J. 2011, 17, 2948.
- (2011) Chem. Eur. J. , vol.17 , pp. 2948
- Melzig, L.¹ Metzger, A.² Knochel, P.³

34
- 0021480348
- F. K. Sheffy, J. P. Godschalx, J. K. Stille, J. Am. Chem. Soc. 1984, 106, 4833
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 4833
- Sheffy, F.K.¹ Godschalx, J.P.² Stille, J.K.³

35
- 0000103227
- J. K. Stille, Angew. Chem. 1986, 98, 504
- (1986) Angew. Chem. , vol.98 , pp. 504
- Stille, J.K.¹

36
- 84985570392
- Angew. Chem. Int. Ed. Engl. 1986, 25, 508
- (1986) Angew. Chem. Int. Ed. Engl. , vol.25 , pp. 508

37
- 0000802361
- V. Farina, V. Krishnamurty, W. J. Scott, Org. React. 1997, 50, 1
- (1997) Org. React. , vol.50 , pp. 1
- Farina, V.¹ Krishnamurty, V.² Scott, W.J.³

38
- 12944309312
- D. A. Powell, T. Maki, G. C. Fu, J. Am. Chem. Soc. 2005, 127, 510
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 510
- Powell, D.A.¹ Maki, T.² Fu, G.C.³

39
- 53849126500
- J. R. Naber, S. L. Buchwald, Adv. Synth. Catal. 2008, 350, 957.
- (2008) Adv. Synth. Catal. , vol.350 , pp. 957
- Naber, J.R.¹ Buchwald, S.L.²

40
- 0037165715
- J. Terao, H. Watanabe, A. Ikumi, H. Kuniyasu, N. Kambe, J. Am. Chem. Soc. 2002, 124, 4222
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 4222
- Terao, J.¹ Watanabe, H.² Ikumi, A.³ Kuniyasu, H.⁴ Kambe, N.⁵

41
- 29844439845
- N. Yoshikai, H. Mashima, E. Nakamura, J. Am. Chem. Soc. 2005, 127, 17978
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 17978
- Yoshikai, N.¹ Mashima, H.² Nakamura, E.³

42
- 67650457825
- N. Yoshikai, H. Yatsuda, E. Nakamura, J. Am. Chem. Soc. 2009, 131, 9590
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 9590
- Yoshikai, N.¹ Yatsuda, H.² Nakamura, E.³

43
- 77951163210
- O. Vechorkin, X. Hu, Angew. Chem. 2009, 121, 2981
- (2009) Angew. Chem. , vol.121 , pp. 2981
- Vechorkin, O.¹ Hu, X.²

44
- 70349778999
- Angew. Chem. Int. Ed. 2009, 48, 2937
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 2937

45
- 77949291648
- L. Ackermann, H. K. Potukuchi, A. R. Kapdi, C. Schulzke, Chem. Eur. J. 2010, 16, 3300.
- (2010) Chem. Eur. J. , vol.16 , pp. 3300
- Ackermann, L.¹ Potukuchi, H.K.² Kapdi, A.R.³ Schulzke, C.⁴

46
- 0345948818
- N. A. Bumagin, A. B. Ponomaryov, I. P. Beletskaya, J. Organomet. Chem. 1985, 291, 129
- (1985) J. Organomet. Chem. , vol.291 , pp. 129
- Bumagin, N.A.¹ Ponomaryov, A.B.² Beletskaya, I.P.³

47
- 34548783327
- S.-L. Ku, X.-P. Hui, C.-A. Chen, Y.-Y. Kuo, H.-M. Gau, Chem. Commun. 2007, 3847; For a Fe-catalyzed version see
- (2007) Chem. Commun. , pp. 3847
- Ku, S.-L.¹ Hui, X.-P.² Chen, C.-A.³ Kuo, Y.-Y.⁴ Gau, H.-M.⁵

48
- 77955361203
- S. Kawamura, K. Ishizuka, H. Takaya, M. Nakamura, Chem. Commun. 2010, 46, 6054.
- (2010) Chem. Commun. , vol.46 , pp. 6054
- Kawamura, S.¹ Ishizuka, K.² Takaya, H.³ Nakamura, M.⁴

49
- 0003995267
- (Ed.: E. Negishi), Wiley, New York, and references therein
- E. Negishi, S. Gagneur, Handbook of Organopalladium Chemistry for Organic Synthesis (Ed.:, E. Negishi,), Wiley, New York, 2002, pp. 597-618 and references therein.
- (2002) Handbook of Organopalladium Chemistry for Organic Synthesis , pp. 597-618
- Negishi, E.¹ Gagneur, S.²

50
- 0002654697
- E. Negishi, T. Takahashi, A. O. King, Org. Synth. 1988, 66, 67
- (1988) Org. Synth. , vol.66 , pp. 67
- Negishi, E.¹ Takahashi, T.² King, A.O.³

51
- 0342576230
- B. H. Lipshutz, G. Bülow, R. F. Lowe, K. L. Stevens, Tetrahedron 1996, 52, 7265
- (1996) Tetrahedron , vol.52 , pp. 7265
- Lipshutz, B.H.¹ Bülow, G.² Lowe, R.F.³ Stevens, K.L.⁴

52
- 67649400454
- H. Gao, P. Knochel, Synlett 2009, 1321
- (2009) Synlett , pp. 1321
- Gao, H.¹ Knochel, P.²

53
- 73949101109
- W.-T. Shu, S. Zhou, H.-M. Gau, Synthesis 2009, 4075
- (2009) Synthesis , pp. 4075
- Shu, W.-T.¹ Zhou, S.² Gau, H.-M.³

54
- 80052545712
- D. B. Biradar, H.-M. Gau, Chem. Commun. 2011, 47, 10467
- (2011) Chem. Commun. , vol.47 , pp. 10467
- Biradar, D.B.¹ Gau, H.-M.²

55
- 33847336917
- H. Naka, M. Uchiyama, Y. Matsumoto, A. E. H. Wheatley, M. McPartlin, J. V. Morey, Y. Kondo, J. Am. Chem. Soc. 2007, 129, 1921.
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 1921
- Naka, H.¹ Uchiyama, M.² Matsumoto, Y.³ Wheatley, A.E.H.⁴ McPartlin, M.⁵ Morey, J.V.⁶ Kondo, Y.⁷

56
- 0000225050
- J. Blum, D. Gelman, W. Baidossi, E. Shakh, A. Rosenfeld, Z. Aizenshtat, J. Org. Chem. 1997, 62, 8681
- (1997) J. Org. Chem. , vol.62 , pp. 8681
- Blum, J.¹ Gelman, D.² Baidossi, W.³ Shakh, E.⁴ Rosenfeld, A.⁵ Aizenshtat, Z.⁶

57
- 0034079041
- J. Blum, O. Berlin, D. Milstein, Y. Ben-David, B. Wassermann, S. Schutte, H. Schumann, Synthesis 2000, 571
- (2000) Synthesis , pp. 571
- Blum, J.¹ Berlin, O.² Milstein, D.³ Ben-David, Y.⁴ Wassermann, B.⁵ Schutte, S.⁶ Schumann, H.⁷

58
- 0142092247
- H. Schumann, J. Kaufmann, H.-G. Schmalz, A. Böttcher, B. Gotov, Synlett 2003, 1783.
- (2003) Synlett , pp. 1783
- Schumann, H.¹ Kaufmann, J.² Schmalz, H.-G.³ Böttcher, A.⁴ Gotov, B.⁵

59
- 77950269728
- T. D. Blümke, Y.-H. Chen, Z. Peng, P. Knochel, Nat. Chem. 2010, 2, 313
- (2010) Nat. Chem. , vol.2 , pp. 313
- Blümke, T.D.¹ Chen, Y.-H.² Peng, Z.³ Knochel, P.⁴

60
- 77955894421
- L.-N. Guo, H. Gao, P. Mayer, P. Knochel, Chem. Eur. J. 2010, 16, 9829
- (2010) Chem. Eur. J. , vol.16 , pp. 9829
- Guo, L.-N.¹ Gao, H.² Mayer, P.³ Knochel, P.⁴

61
- 84867790091
- Z. Peng, T. D. Blümke, P. Mayer, P. Knochel, Angew. Chem. 2010, 122, 8695
- (2010) Angew. Chem. , vol.122 , pp. 8695
- Peng, Z.¹ Blümke, T.D.² Mayer, P.³ Knochel, P.⁴

62
- 78149463274
- Angew. Chem. Int. Ed. 2010, 49, 8516
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 8516

63
- 84055214023
- T. D. Blümke, K. Groll, K. Karaghiosoff, P. Knochel, Org. Lett. 2011, 13, 6440.
- (2011) Org. Lett. , vol.13 , pp. 6440
- Blümke, T.D.¹ Groll, K.² Karaghiosoff, K.³ Knochel, P.⁴

64
- 70349236775
- S. H. Wunderlich, P. Knochel, Angew. Chem. 2009, 121, 1530
- (2009) Angew. Chem. , vol.121 , pp. 1530
- Wunderlich, S.H.¹ Knochel, P.²

65
- 60149103794
- Angew. Chem. Int. Ed. 2009, 48, 1501.
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 1501

66
- 33745453356
- M. G. Organ, S. Avola, I. Dubovyk, N. Hadei, E. Assen, B. Kantchev, C. J. O'Brien, C. Valente, Chem. Eur. J. 2006, 12, 4749.
- (2006) Chem. Eur. J. , vol.12 , pp. 4749
- Organ, M.G.¹ Avola, S.² Dubovyk, I.³ Hadei, N.⁴ Assen, E.⁵ Kantchev, B.⁶ O'Brien, C.J.⁷ Valente, C.⁸

67
- 4544372693
- S. D. Walker, T. E. Barder, J. R. Martinelli, S. L. Buchwald, Angew. Chem. 2004, 116, 1907
- (2004) Angew. Chem. , vol.116 , pp. 1907
- Walker, S.D.¹ Barder, T.E.² Martinelli, J.R.³ Buchwald, S.L.⁴

68
- 3042654141
- Angew. Chem. Int. Ed. 2004, 43, 1871
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 1871

69
- 5644254180
- J. E. Milne, S. L. Buchwald, J. Am. Chem. Soc. 2004, 126, 13028.
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 13028
- Milne, J.E.¹ Buchwald, S.L.²

70
- 0033579627
- A. J. Arduengo III, R. Krafczyk, R. Schmutzler, H. A. Craig, J. R. Goerlich, W. J. Marshall, M. Unverzagt, Tetrahedron 1999, 55, 14523
- (1999) Tetrahedron , vol.55 , pp. 14523
- Arduengo III, A.J.¹ Krafczyk, R.² Schmutzler, R.³ Craig, H.A.⁴ Goerlich, J.R.⁵ Marshall, W.J.⁶ Unverzagt, M.⁷

71
- 0002708119
- L. Jafarpour, E. D. Stevens, S. P. Nolan, J. Organomet. Chem. 2000, 606, 49.
- (2000) J. Organomet. Chem. , vol.606 , pp. 49
- Jafarpour, L.¹ Stevens, E.D.² Nolan, S.P.³

72
- 37049069588
- K. R. Dunbar, J.-S. Sun, J. Chem. Soc. Chem. Commun. 1994, 2387
- (1994) J. Chem. Soc. Chem. Commun. , pp. 2387
- Dunbar, K.R.¹ Sun, J.-S.²

73
- 0000591256
- K. Dunbar, S. C. Haefner, Polyhedron 1994, 13, 727.
- (1994) Polyhedron , vol.13 , pp. 727
- Dunbar, K.¹ Haefner, S.C.²

74
- 0036203482
- I. M. Lyapkalo, M. Webel, H.-U. ReiÃig, Eur. J. Org. Chem. 2002, 1015
- (2002) Eur. J. Org. Chem. , pp. 1015
- Lyapkalo, I.M.¹ Webel, M.² Reiãig, H.-U.³

75
- 12344278956
- J. Högermeier, H.-U. ReiÃig, I. Brüdgam, H. Hartl, Adv. Synth. Catal. 2004, 346, 1868.
- (2004) Adv. Synth. Catal. , vol.346 , pp. 1868
- Högermeier, J.¹ Reiãig, H.-U.² Brüdgam, I.³ Hartl, H.⁴

76
- 0000221759
- R. Giovannini, T. Stüdemann, G. Dussin, P. Knochel, Angew. Chem. 1998, 110, 2512
- (1998) Angew. Chem. , vol.110 , pp. 2512
- Giovannini, R.¹ Stüdemann, T.² Dussin, G.³ Knochel, P.⁴

77
- 0345404157
- Angew. Chem. Int. Ed. 1998, 37, 2387
- (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2387

78
- 0001363192
- M. Piber, A. E. Jensen, M. Rottländer, P. Knochel, Org. Lett. 1999, 1, 1323
- (1999) Org. Lett. , vol.1 , pp. 1323
- Piber, M.¹ Jensen, A.E.² Rottländer, M.³ Knochel, P.⁴

79
- 0037059492
- A. E. Jensen, P. Knochel, J. Org. Chem. 2002, 67, 79.
- (2002) J. Org. Chem. , vol.67 , pp. 79
- Jensen, A.E.¹ Knochel, P.²

80
- 0034755906
- M. Schlosser, Eur. J. Org. Chem. 2001, 3975
- (2001) Eur. J. Org. Chem. , pp. 3975
- Schlosser, M.¹

81
- 0037167051
- J. Betz, W. Bauer, J. Am. Chem. Soc. 2002, 124, 8699.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 8699
- Betz, J.¹ Bauer, W.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.