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Angewandte Chemie - International Edition

Volumn 50, Issue 31, 2011, Pages 7097-7100

Mutual activation: Suzuki-Miyaura coupling through direct cleavage of the sp 2 C-O bond of naphtholate

(2) Yu, Da Gang a Shi, Zhang Jie a,b

a PEKING UNIVERSITY (China)

b INSTITUTE OF GEOLOGY AND GEOPHYSICS (China)

Author keywords

C O activation; cross coupling; homogeneous catalysis; Lewis acids; nickel

Indexed keywords

BORONIC ACID; C-O ACTIVATION; CROSS-COUPLINGS; GOOD YIELD; HOMOGENEOUS CATALYSIS; LEWIS ACIDS; NICKEL CATALYSIS; RING SYSTEMS; SUZUKI-MIYAURA COUPLING;

REACTION KINETICS;

CATALYSIS;

1 NAPHTHOIC ACID; 1-NAPHTHOIC ACID; BORIC ACID; BORONIC ACID DERIVATIVE; CARBOXYLIC ACID; NAPHTHALENE DERIVATIVE; NICKEL;

ARTICLE; CATALYSIS; CHEMISTRY;

BORATES; BORONIC ACIDS; CARBOXYLIC ACIDS; CATALYSIS; NAPHTHALENES; NICKEL;

EID: 79960621049 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201101461 Document Type: Article

Times cited : (141)

References (63)

1
- 0036589259
- J. Hassan, M. Sévignon, C. Gozzi, E. Schulz, M. Lemaire, Chem. Rev. 2002, 102, 1359-1470
- (2002) Chem. Rev. , vol.102 , pp. 1359-1470
- Hassan, J.¹ Sévignon, M.² Gozzi, C.³ Schulz, E.⁴ Lemaire, M.⁵

2
- 0003397781
- (Eds.: F. Diederich, P. J. Stang), Wiley-VCH, Weinheim
- Metal-catalyzed Cross-coupling Reactions; (Eds.:, F. Diederich, P. J. Stang,), Wiley-VCH, Weinheim, 1998
- (1998) Metal-catalyzed Cross-coupling Reactions

3
- 0003995267
- (Ed.: E.-I. Negishi), Wiley-Interscience, New York
- Handbook of Organopalladium Chemistry for Organic Synthesis (Ed.:, E.-I. Negishi,), Wiley-Interscience, New York, 2002
- (2002) Handbook of Organopalladium Chemistry for Organic Synthesis

4
- 20544450502
- (Eds.: F. Diederich, A. de Meijere), Wiley-VCH, NewYork,; chap
- N. Miyaura, in Metal-Catalyzed Cross-Coupling Reaction (Eds.:, F. Diederich, A. de Meijere,), Wiley-VCH, NewYork, 2004; chap. 2.
- (2004) Metal-Catalyzed Cross-Coupling Reaction
- Miyaura, N.¹

5
- 33845554220
- A. Suzuki, Acc. Chem. Res. 1982, 15, 178-184
- (1982) Acc. Chem. Res. , vol.15 , pp. 178-184
- Suzuki, A.¹

6
- 2042507954
- N. Miyaura, A. Suzuki, Chem. Rev. 1995, 95, 2457-2483
- (1995) Chem. Rev. , vol.95 , pp. 2457-2483
- Miyaura, N.¹ Suzuki, A.²

7
- 0002812967
- N. Miyaura, Top. Curr. Chem. 2002, 219, 11-59.
- (2002) Top. Curr. Chem. , vol.219 , pp. 11-59
- Miyaura, N.¹

8
- 33846893890
- L.-X. Yin, J. Liebscher, Chem. Rev. 2007, 107, 133-173
- (2007) Chem. Rev. , vol.107 , pp. 133-173
- Yin, L.-X.¹ Liebscher, J.²

9
- 73449103586
- C. Torborg, M. Beller, Adv. Synth. Catal. 2009, 351, 3027-3043
- (2009) Adv. Synth. Catal. , vol.351 , pp. 3027-3043
- Torborg, C.¹ Beller, M.²

10
- 73249138888
- Y.-J. Cheng, S.-H. Yang, C.-S. Hsu, Chem. Rev. 2009, 109, 5868-5923.
- (2009) Chem. Rev. , vol.109 , pp. 5868-5923
- Cheng, Y.-J.¹ Yang, S.-H.² Hsu, C.-S.³

11
- 17344362973
- R. H. Crabtree, Chem. Rev. 1985, 85, 245-269
- (1985) Chem. Rev. , vol.85 , pp. 245-269
- Crabtree, R.H.¹

12
- 0034867872
- C. Jia, T. Kitamura, Y. Fujiwara, Acc. Chem. Res. 2001, 34, 633-639
- (2001) Acc. Chem. Res. , vol.34 , pp. 633-639
- Jia, C.¹ Kitamura, T.² Fujiwara, Y.³

13
- 0036800380
- F. Kakiuchi, S. Murai, Acc. Chem. Res. 2002, 35, 826-834
- (2002) Acc. Chem. Res. , vol.35 , pp. 826-834
- Kakiuchi, F.¹ Murai, S.²

14
- 33846918696
- D. Alberico, M. E. Scott, M. Lautens, Chem. Rev. 2007, 107, 174-238
- (2007) Chem. Rev. , vol.107 , pp. 174-238
- Alberico, D.¹ Scott, M.E.² Lautens, M.³

15
- 70350494926
- R. Giri, B.-F. Shi, K. M. Engle, N. Maugel, J.-Q. Yu, Chem. Soc. Rev. 2009, 38, 3242-3272
- (2009) Chem. Soc. Rev. , vol.38 , pp. 3242-3272
- Giri, R.¹ Shi, B.-F.² Engle, K.M.³ Maugel, N.⁴ Yu, J.-Q.⁵

16
- 74549178746
- C.-L. Sun, B.-J. Li, Z.-J. Shi, Chem. Commun. 2010, 46, 677-685.
- (2010) Chem. Commun. , vol.46 , pp. 677-685
- Sun, C.-L.¹ Li, B.-J.² Shi, Z.-J.³

17
- 77349090183
- D. A. Colby, R. G. Bergman, J. A. Ellman, Chem. Rev. 2010, 110, 624-655
- (2010) Chem. Rev. , vol.110 , pp. 624-655
- Colby, D.A.¹ Bergman, R.G.² Ellman, J.A.³

18
- 77949381429
- T. W. Lyons, M. S. Sanford, Chem. Rev. 2010, 110, 1147-1169.
- (2010) Chem. Rev. , vol.110 , pp. 1147-1169
- Lyons, T.W.¹ Sanford, M.S.²

19
- 79952145052
- B. M. Rosen, K. W. Quasdorf, D. A. Wilson, N. Zhang, A.-M. Resmerita, N. K. Garg, V. Percec, Chem. Rev. 2011, 111, 1346-1416
- (2011) Chem. Rev. , vol.111 , pp. 1346-1416
- Rosen, B.M.¹ Quasdorf, K.W.² Wilson, D.A.³ Zhang, N.⁴ Resmerita, A.-M.⁵ Garg, N.K.⁶ Percec, V.⁷

20
- 79551474698
- B.-J. Li, D.-G. Yu, C.-L. Sun, Z.-J. Shi, Chem. Eur. J. 2011, 17, 1728-1759
- (2011) Chem. Eur. J. , vol.17 , pp. 1728-1759
- Li, B.-J.¹ Yu, D.-G.² Sun, C.-L.³ Shi, Z.-J.⁴

21
- 77957377375
- C. E. I. Knappke, A. J. Jacobi von Wangelin, Angew. Chem. 2010, 122, 3648-3650
- (2010) Angew. Chem. , vol.122 , pp. 3648-3650
- Knappke, C.E.I.¹ Jacobi Von Wangelin, A.J.²

22
- 77952391556
- Angew. Chem. Int. Ed. 2010, 49, 3568-3570; for selected examples, see
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 3568-3570

23
- 33746055935
- V. Percec, J.-Y. Bae, D. H. Hill, J. Org. Chem. 1995, 60, 1060-1065
- (1995) J. Org. Chem. , vol.60 , pp. 1060-1065
- Percec, V.¹ Bae, J.-Y.² Hill, D.H.³

24
- 0043274737
- Y. Kobayashi, R. Mizojiri, Tetrahedron Lett. 1996, 37, 8531-8534
- (1996) Tetrahedron Lett. , vol.37 , pp. 8531-8534
- Kobayashi, Y.¹ Mizojiri, R.²

25
- 0032558595
- M. Ueda, A. Saitoh, S. Oh-tani, N. Miyaura, Tetrahedron 1998, 54, 13079-13086
- (1998) Tetrahedron , vol.54 , pp. 13079-13086
- Ueda, M.¹ Saitoh, A.² Oh-Tani, S.³ Miyaura, N.⁴

26
- 0000894049
- D. Zim, V. R. Lando, J. Dupont, A. L. Monteiro, Org. Lett. 2001, 3, 3049-3051
- (2001) Org. Lett. , vol.3 , pp. 3049-3051
- Zim, D.¹ Lando, V.R.² Dupont, J.³ Monteiro, A.L.⁴

27
- 0037007755
- M. K. Lakshman, P. F. Thomson, M. A. Nuqui, J. H. Hilmer, N. Sevova, B. Boggess, Org. Lett. 2002, 4, 1479-1482
- (2002) Org. Lett. , vol.4 , pp. 1479-1482
- Lakshman, M.K.¹ Thomson, P.F.² Nuqui, M.A.³ Hilmer, J.H.⁴ Sevova, N.⁵ Boggess, B.⁶

28
- 0141843609
- H. N. Nguyen, X. Huang, S. L. Buchwald, J. Am. Chem. Soc. 2003, 125, 11818-11819
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 11818-11819
- Nguyen, H.N.¹ Huang, X.² Buchwald, S.L.³

29
- 1642320259
- Z.-Y. Tang, Q.-S. Hu, J. Am. Chem. Soc. 2004, 126, 3058-3059
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 3058-3059
- Tang, Z.-Y.¹ Hu, Q.-S.²

30
- 50249166697
- F.-A. Kang, Z. Sui, W. V. Murray, J. Am. Chem. Soc. 2008, 130, 11300-11302
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 11300-11302
- Kang, F.-A.¹ Sui, Z.² Murray, W.V.³

31
- 60949088280
- L. Ackermann, M. Mulzer, Org. Lett. 2008, 10, 5043-5045
- (2008) Org. Lett. , vol.10 , pp. 5043-5045
- Ackermann, L.¹ Mulzer, M.²

32
- 70349973613
- C. M. So, C. P. Lau, F. Y. Kwong, Angew. Chem. 2008, 120, 8179-8183
- (2008) Angew. Chem. , vol.120 , pp. 8179-8183
- So, C.M.¹ Lau, C.P.² Kwong, F.Y.³

33
- 54049126182
- Angew. Chem. Int. Ed. 2008, 47, 8059-8063
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 8059-8063

34
- 71749085673
- K. W. Quasdorf, M. Riener, K. V. Petrova, N. K. Garg, J. Am. Chem. Soc. 2009, 131, 17748-17749
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 17748-17749
- Quasdorf, K.W.¹ Riener, M.² Petrova, K.V.³ Garg, N.K.⁴

35
- 77951601282
- Y.-L. Zhao, Y. Li, Y. Li, L.-X. Gao, F.-S. Han, Chem. Eur. J. 2010, 16, 4991-4994
- (2010) Chem. Eur. J. , vol.16 , pp. 4991-4994
- Zhao, Y.-L.¹ Li, Y.² Li, Y.³ Gao, L.-X.⁴ Han, F.-S.⁵

36
- 77956578278
- G. A. Molander, F. Beaumard, Org. Lett. 2010, 12, 4022-4025
- (2010) Org. Lett. , vol.12 , pp. 4022-4025
- Molander, G.A.¹ Beaumard, F.²

37
- 74949093156
- B.-T. Guan, X.-Y. Lu, Y. Zheng, D.-G. Yu, T. Wu, K.-L. Li, B.-J. Li, Z.-J. Shi, Org. Lett. 2010, 12, 396-399
- (2010) Org. Lett. , vol.12 , pp. 396-399
- Guan, B.-T.¹ Lu, X.-Y.² Zheng, Y.³ Yu, D.-G.⁴ Wu, T.⁵ Li, K.-L.⁶ Li, B.-J.⁷ Shi, Z.-J.⁸

38
- 79951818747
- H. Gao, Y. Li, Y.-G. Zhou, F.-S. Han, Y.-J. Lin, Adv. Synth. Catal. 2011, 353, 309-314
- (2011) Adv. Synth. Catal. , vol.353 , pp. 309-314
- Gao, H.¹ Li, Y.² Zhou, Y.-G.³ Han, F.-S.⁴ Lin, Y.-J.⁵

39
- 79952854650
- G.-J. Chen, J. Huang, L.-X. Gao, F.-S. Han, Chem. Eur. J. 2011, 17, 4038-4042
- (2011) Chem. Eur. J. , vol.17 , pp. 4038-4042
- Chen, G.-J.¹ Huang, J.² Gao, L.-X.³ Han, F.-S.⁴

40
- 79952160636
- M. Baghbanzadeh, C. Pilger, C. O. Kappe, J. Org. Chem. 2011, 76, 1507-1510.
- (2011) J. Org. Chem. , vol.76 , pp. 1507-1510
- Baghbanzadeh, M.¹ Pilger, C.² Kappe, C.O.³

41
- 78650506132
- D.-G. Yu, B.-J. Li, Z.-J. Shi, Acc. Chem. Res. 2010, 43, 1486-1495
- (2010) Acc. Chem. Res. , vol.43 , pp. 1486-1495
- Yu, D.-G.¹ Li, B.-J.² Shi, Z.-J.³

42
- 76249106717
- L. J. Gooßen, K. Gooßen, C. Stanciu, Angew. Chem. 2009, 121, 3621-3624
- (2009) Angew. Chem. , vol.121 , pp. 3621-3624
- Gooßen, L.J.¹ Gooßen, K.² Stanciu, C.³

43
- 70349970582
- Angew. Chem. Int. Ed. 2009, 48, 3569-3571; for selected examples, see
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 3569-3571

44
- 1542377701
- F. Kakiuchi, M. Usui, S. Ueno, N. Chatani, S. Murai, J. Am. Chem. Soc. 2004, 126, 2706-2707
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 2706-2707
- Kakiuchi, F.¹ Usui, M.² Ueno, S.³ Chatani, N.⁴ Murai, S.⁵

45
- 33845946746
- S. Ueno, E. Mizushima, N. Chatani, F. Kakiuchi, J. Am. Chem. Soc. 2006, 128, 16516-16517
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 16516-16517
- Ueno, S.¹ Mizushima, E.² Chatani, N.³ Kakiuchi, F.⁴

46
- 57749094839
- M. Tobisu, T. Shimasaki, N. Chatani, Angew. Chem. 2008, 120, 4944-4947
- (2008) Angew. Chem. , vol.120 , pp. 4944-4947
- Tobisu, M.¹ Shimasaki, T.² Chatani, N.³

47
- 50049090202
- Angew. Chem. Int. Ed. 2008, 47, 4866-4869
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 4866-4869

48
- 55549111900
- B.-T. Guan, Y. Wang, B.-J. Li, D.-G. Yu, Z.-J. Shi, J. Am. Chem. Soc. 2008, 130, 14468-14470
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 14468-14470
- Guan, B.-T.¹ Wang, Y.² Li, B.-J.³ Yu, D.-G.⁴ Shi, Z.-J.⁵

49
- 55549084571
- K. W. Quasdorf, X. Tian, N. K. Garg, J. Am. Chem. Soc. 2008, 130, 14422-14423
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 14422-14423
- Quasdorf, K.W.¹ Tian, X.² Garg, N.K.³

50
- 67649612850
- Z. Li, S.-L. Zhang, Y. Fu, Q.-X. Guo, L. Liu, J. Am. Chem. Soc. 2009, 131, 8815-8823
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 8815-8823
- Li, Z.¹ Zhang, S.-L.² Fu, Y.³ Guo, Q.-X.⁴ Liu, L.⁵

51
- 71749088399
- A. Antoft-Finch, T. Blackburn, V. Snieckus, J. Am. Chem. Soc. 2009, 131, 17750-17752
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 17750-17752
- Antoft-Finch, A.¹ Blackburn, T.² Snieckus, V.³

52
- 76849090306
- L. Xu, B.-J. Li, Z.-H. Wu, X.-Y. Lu, B.-T. Guan, B.-Q. Wang, K.-Q. Zhao, Z.-J. Shi, Org. Lett. 2010, 12, 884-887
- (2010) Org. Lett. , vol.12 , pp. 884-887
- Xu, L.¹ Li, B.-J.² Wu, Z.-H.³ Lu, X.-Y.⁴ Guan, B.-T.⁵ Wang, B.-Q.⁶ Zhao, K.-Q.⁷ Shi, Z.-J.⁸

53
- 79954570097
- L.-G. Xie, Z.-X. Wang, Chem. Eur. J. 2011, 17, 4972-4975.
- (2011) Chem. Eur. J. , vol.17 , pp. 4972-4975
- Xie, L.-G.¹ Wang, Z.-X.²

54
- 79551472329
- D.-G. Yu, B.-J. Li, S.-F. Zheng, B.-T. Guan, B.-Q. Wang, Z.-J. Shi, Angew. Chem. 2010, 122, 4670-4674
- (2010) Angew. Chem. , vol.122 , pp. 4670-4674
- Yu, D.-G.¹ Li, B.-J.² Zheng, S.-F.³ Guan, B.-T.⁴ Wang, B.-Q.⁵ Shi, Z.-J.⁶

55
- 77953934868
- Angew. Chem. Int. Ed. 2010, 49, 4566-4570
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 4566-4570

56
- 0000532523
- E. Wenkert, E. L. Michelotti, C. S. Swindell, J. Am. Chem. Soc. 1979, 101, 2246-2247
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 2246-2247
- Wenkert, E.¹ Michelotti, E.L.² Swindell, C.S.³

57
- 0001626633
- E. Wenkert, E. L. Michelotti, C. S. Swindell, M. Tingoli, J. Org. Chem. 1984, 49, 4894-4899.
- (1984) J. Org. Chem. , vol.49 , pp. 4894-4899
- Wenkert, E.¹ Michelotti, E.L.² Swindell, C.S.³ Tingoli, M.⁴

58
- 21244496290
- A. A. C. Braga, N. H. Morgon, G. Ujaque, F. Maseras, J. Am. Chem. Soc. 2005, 127, 9298-9307.
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 9298-9307
- Braga, A.A.C.¹ Morgon, N.H.² Ujaque, G.³ Maseras, F.⁴

59
- 78650115220
- P. Úlvarez-Bercedo, R. Martin, J. Am. Chem. Soc. 2010, 132, 17352-17353, and reference therein.
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 17352-17353
- Úlvarez-Bercedo, P.¹ Martin, R.²

60
- 79960649869
- H. Amii, K. Uneyama, Chem. Rev. 2010, 110, 2119-2183, and reference therein.
- (2010) Chem. Rev. , vol.110 , pp. 2119-2183
- Amii, H.¹ Uneyama, K.²

61
- 84855642342
- 3 rd ed. (Ed.: I. Ojima), Wiley, Hoboken, NJ
- H. Yamamoto, C. H. Cheon, Chiral Lewis Acids and Brønsted Acids in Asymmetric Synthesis in Catalytic Asymmetric Synthesis, 3 rd ed., (Ed.: I. Ojima,), Wiley, Hoboken, NJ, 2010.
- (2010) Chiral Lewis Acids and Brønsted Acids in Asymmetric Synthesis in Catalytic Asymmetric Synthesis
- Yamamoto, H.¹ Cheon, C.H.²

62
- 0001429794
- Y. Ichinose, S.-I. Matsunaga, K. Fugami, K. Oshima, K. Utimoto, Tetrahedron Lett. 1989, 30, 3155-3158.
- (1989) Tetrahedron Lett. , vol.30 , pp. 3155-3158
- Ichinose, Y.¹ Matsunaga, S.-I.² Fugami, K.³ Oshima, K.⁴ Utimoto, K.⁵

63
- 0141833049
- F. Zettler, H. D. Hausen, H. Hess, Acta Crystallogr. Sect. B 1974, 30, 1876-1878.
- (1974) Acta Crystallogr. Sect. B , vol.30 , pp. 1876-1878
- Zettler, F.¹ Hausen, H.D.² Hess, H.³

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