SCOPUS 정보 검색 플랫폼

Journal of the American Chemical Society

Volumn 123, Issue 18, 2001, Pages 4155-4160

Atom-efficient metal-catalyzed cross-coupling reaction of indium organometallics with organic electrophiles

(3) Perez I a Sestelo, J P a Sarandeses, L A a

a UNIVERSITY OF A CORUÑA (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CROSS-COUPLING REACTION;

CATALYSIS; INDIUM COMPOUNDS; LITHIUM; NICKEL; PALLADIUM;

ORGANOMETALLICS;

ALKYL GROUP; ALKYNYL GROUP; BROMIDE; CHLORINE DERIVATIVE; HALIDE; INDIUM; IODIDE; LITHIUM; MAGNESIUM; ORGANOMETALLIC COMPOUND; PALLADIUM; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID; TRIORGANOINDIUM DERIVATIVE; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; CROSS REACTION; METAL BINDING; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0034789421 PISSN: 00027863 EISSN: None Source Type: Journal
DOI: 10.1021/ja004195m Document Type: Article

Times cited : (282)

References (109)

1
- 0003397781
- Wiley-VCH: Weinheim
- (1998) Metal-Catalyzed Cross-Coupling Reactions
- Diederich, F.¹ Stang, P.J.²

2
- 0000249493
- Beller, M., Bolm, C., Eds.; Wiley-VCH: Weinheim, Chapter 2.10
- (1998) Transition Metals for Organic Synthesis , pp. 158-183
- Geissler, H.¹

3
- 0003210692
- Wiley: Chichester, U.K., Chapter 3
- (2000) Transition Metal Reagents and Catalysts , pp. 27-108
- Tsuji, J.¹

4
- 0022285490
- (1985) Pure Appl. Chem. , vol.57 , pp. 1771-1780
- Stille, J.K.¹

5
- 84985570392
- (1986) Angew. Chem., Int. Ed. Engl. , vol.25 , pp. 508-524
- Stille, J.K.¹

6
- 0026699017
- (1992) Synthesis , pp. 803-815
- Mitchell, T.N.¹

7
- 0000802361
- (1997) Org. React. , vol.50 , pp. 1-652
- Farina, V.¹ Krishnamurty, V.² Scott, W.J.³

8
- 0000725544
- Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Chapter 4
- (1998) Metal-Catalyzed Cross-Coupling Reactions , pp. 167-202
- Mitchell, T.N.¹

9
- 2042507954
- (1995) Chem. Rev. , vol.95 , pp. 2457-2483
- Miyaura, N.¹ Suzuki, A.²

10
- 0001786881
- Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Chapter 2
- (1998) Metal-Catalyzed Cross-Coupling Reactions , pp. 49-97
- Suzuki, A.¹

11
- 0004194357
- Knochel, P., Jones, P., Eds.; Oxford University Press: Oxford, U.K., Chapter 11
- (1999) Organozinc Reagents , pp. 213-243
- Negishi, E.¹

12
- 0032927129
- (1999) J. Org. Chem. , vol.64 , pp. 3544-3553
- Giovannini, R.¹ Stüdermann, T.² Devasagayaraj, A.³ Dussin, G.⁴ Knochel, P.⁵

13
- 0033525838
- (1999) J. Org. Chem. , vol.64 , pp. 1684-1688
- Mowery, M.E.¹ DeShong, P.²

14
- 0344299286
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 5821-5822
- Denmark, S.E.¹ Choi, J.Y.²

15
- 0001620749
- (2000) Org. Lett. , vol.2 , pp. 565-568
- Denmark, S.E.¹ Wehrli, D.²

16
- 33750309194
- (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 259-281
- Trost, B.M.¹

17
- 0004163786
- Oxford University Press: Oxford
- (1998) Green Chemistry , pp. 29-55
- Anastas, P.T.¹ Warner, J.C.²

18
- 20644449037
- (1998) J. Org. Chem. , vol.63 , pp. 9622-9623
- Maleczka R.E., Jr.¹ Terstiege, I.²

19
- 0343776202
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 384-385
- Maleczka R.E., Jr.¹ Gallagher, W.P.² Terstiege, I.³

20
- 0042416700
- (1999) Org. Lett. , vol.1 , pp. 1267-1269
- Pérez, I.¹ Pérez Sestelo, J.² Sarandeses, L.A.³

21
- 3242719730
- Bailar, J. C., Jr., Emeléus, H. J., Nyholm, R., Trotman-Dikenson, A. E., Eds.; Pergamon: Oxford, U.K., Chapter 12
- (1973) Comprehensive Inorganic Chemistry , vol.1 , pp. 1072
- Wade, K.¹ Banister, A.J.²

22
- 0004128140
- McKillop, A., Smith, J. D., Worrall, I. J., Eds.; Chapman and Hall: London, U.K.
- (1985) Organometallic Compounds of Aluminum Gallium, Indium and Thallium , pp. 137
- Worrall, I.J.¹ Smith, J.D.²

23
- 0037571395
- (1995) Synlett , pp. 1087-1096
- Cintas, P.¹

24
- 28944434581
- (1997) Chemtracts: Org. Chem. , vol.10 , pp. 481-496
- Marshall, J.A.¹

25
- 0002908083
- Wiley: New York, Chapter 4
- (1997) Organic Reactions in Aqueous Media , pp. 64-114
- Li, C.-J.¹ Chan, T.-H.²

26
- 0001945812
- Anastas, P. T., Williamson, T. C., Eds.; Oxford University Press: Oxford, U.K., Chapter 15
- (1998) Green Chemistry: Frontiers in Benign Chemical Synthesis and Processing , pp. 250-264
- Paquette, L.A.¹

27
- 0033543497
- (1999) Tetrahedron , vol.55 , pp. 11149-11176
- Li, C.-J.¹ Chan, T.-H.²

28
- 0033928629
- (2000) Eur. J. Org. Chem. , pp. 2347-2356
- Ranu, B.C.¹

29
- 0001310676
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 3228-3229
- Chan, T.H.¹ Yang, Y.²

30
- 0032538497
- (1998) J. Org. Chem. , vol.63 , pp. 7472-7480
- Yi, X.-H.¹ Meng, Y.² Hua, X.-G.³ Li, C.-J.⁴

31
- 0027526223
- (1993) Tetrahedron Lett. , vol.34 , pp. 1647-1648
- Kalyanam, N.¹ Rao, G.V.²

32
- 6744239422
- (1998) Synlett , pp. 903-905
- Lloyd-Jones, G.C.¹ Russell, T.²

33
- 0033583156
- (1999) Tetrahedron Lett. , vol.40 , pp. 2331-2334
- Araki, S.¹ Horie, T.² Kato, M.³ Hirashita, T.⁴ Yamamura, H.⁵ Kawai, M.⁶

34
- 0033617178
- (1999) J. Org. Chem. , vol.64 , pp. 3376-3378
- Choudhury, P.K.¹ Foubelo, F.² Yus, M.³

35
- 0029094723
- (1995) Tetrahedron Lett. , vol.36 , pp. 6055-6058
- Bossard, F.¹ Dambrin, V.² Lintanf, V.³ Beuchet, P.⁴ Mosset, P.⁵

36
- 0033612233
- (1999) J. Org. Chem. , vol.64 , pp. 4095-4101
- Fujiwara, N.¹ Yamamoto, Y.²

37
- 0033214815
- (1999) J. Org. Chem. , vol.64 , pp. 7537-7546
- Klaps, E.¹ Schmid, W.²

38
- 33748217579
- (1993) Angew. Chem., Int. Ed. Engl. , vol.32 , pp. 1191-1193
- Schick, H.¹ Ludwig, R.² Schwarz, K.-H.³ Kleiner, K.⁴ Kunath, A.⁵

39
- 0032572905
- (1998) Tetrahedron Lett. , vol.39 , pp. 6327-6330
- Araki, S.¹ Nakano, H.² Subburaj, K.³ Hirashita, T.⁴ Shibutani, K.⁵ Yamamura, H.⁶ Kawaki, M.⁷ Butsugan, Y.⁸

40
- 0033582742
- (1999) Tetrahedron Lett. , vol.40 , pp. 1547-1550
- Lim, H.J.¹ Keum, G.² Kang, S.B.³ Kim, Y.⁴ Chung, B.Y.⁵

41
- 84915362235
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 2738-2740
- Nomura, R.¹ Miyazaki, S.-I.² Matsuda, H.³

42
- 0032567411
- (1998) J. Org. Chem. , vol.63 , pp. 10074-10076
- Pérez, I.¹ Pérez Sestelo, J.² Maestro, M.A.³ Mouriñio, A.⁴ Sarandeses, L.A.⁵

43
- 84971031601
- (1971) Aust. J. Chem. , vol.24 , pp. 1771-1779
- Deacon, G.B.¹ Parrot, J.C.²

44
- 0001890312
- (1972) J. Organomet. Chem. , vol.40
- Gynane, M.J.S.¹ Waterworth, L.G.² Worrall, I.J.³

45
- 0003133415
- (1974) J. Organomet. Chem. , vol.67
- Chao, L.I.¹ Rieke, R.D.²

46
- 33847802004
- (1975) J. Org. Chem. , vol.40 , pp. 2253-2255
- Chao, L.I.¹ Rieke, R.D.²

47
- 0003486769
- Fürstner, A., Ed., VCH: Weinheim, Chapter 1
- (1996) Active Metals , pp. 1-59
- Rieke, R.D.¹ Sell, M.S.² Klein, W.R.³ Chen, T.⁴ Brown, J.D.⁵ Hanson, M.V.⁶

48
- 0001237912
- (1934) J. Am. Chem. Soc. , vol.56 , pp. 1047-1049
- Dennis, L.M.¹ Work, R.W.² Rochow, E.G.³

49
- 0000737530
- (1974) J. Organomet. Chem. , vol.78 , pp. 165-176
- Dolzine, T.W.¹ Oliver, J.P.²

50
- 0000316894
- Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon: Oxford, U.K., Chapter 7
- (1982) Comprehensive Organometallic Chemistry , vol.1 , pp. 683-723
- Tuck, D.G.¹

51
- 0347465813
- Herrmann, W. A., Ed.; Thieme: Stuttgart
- (1996) Synthetic Methods of Organometallic and Inorganic Chemistry , vol.2 , pp. 118-127
- Auner, N.¹

52
- 33750208631
- (1967) J. Organomet. Chem. , vol.8 , pp. 427-434
- Clark, H.C.¹ Pickard, A.L.²

53
- 0030880546
- (1997) Tetrahedron , vol.53 , pp. 14437-14450
- Bumagin, N.A.¹ Bykov, V.V.²

54
- 0032578734
- (1998) Tetrahedron Lett. , vol.39 , pp. 8155-8158
- Bumagin, N.A.¹ Tsarev, D.A.²

55
- 0345030827
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 5478-5486
- Echavarren, A.M.¹ Stille, J.K.²

56
- 0000488020
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 158-163
- Hayashi, T.¹ Konishi, M.² Kobori, Y.³ Kumada, M.⁴ Higuchi, T.⁵ Hirotsu, K.⁶

57
- 0032747809
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 9550-9561
- Wolfe, J.P.¹ Singer, R.A.² Yang, B.H.³ Buchwald, S.L.⁴

58
- 0034600318
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 4020-4028
- Littke, A.F.¹ Dai, C.² Fu, G.C.³

59
- 33748731943
- (1997) J. Chem. Soc., Perkin Trans. 1 , pp. 2449-2450
- Shirakawa, E.¹ Yamasaki, K.² Hiyama, T.³

60
- 0031786432
- (1998) Synthesis , pp. 1544-1549
- Shirakawa, E.¹ Yamasaki, K.² Hiyama, T.³

61
- 0033549832
- (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 2411-2413
- Littke, A.F.¹ Fu, G.C.²

62
- 0029878151
- (1996) Tetrahedron Lett. , vol.37 , pp. 2993-2996
- Saito, S.¹ Sakai, M.² Miyaura, N.³

63
- 0000728442
- (1997) J. Org. Chem. , vol.62 , pp. 8024-8030
- Saito, S.¹ Oh-tani, S.² Miyaura, N.³

64
- 0030921405
- (1997) Tetrahedron Lett. , vol.38 , pp. 3513-3516
- Indolese, A.F.¹

65
- 0030878818
- (1997) Tetrahedron Lett. , vol.38 , pp. 5575-5578
- Shen, W.¹

66
- 0032560932
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 9722-9723
- Old, D.W.¹ Wolfe, J.P.² Buchwald, S.L.³

67
- 0032482519
- (1998) Tetrahedron Lett. , vol.39 , pp. 3985-3988
- Firooznia, F.¹ Gude, C.² Chan, K.³ Satoh, Y.⁴

68
- 0033583136
- (1999) Tetrahedron Lett. , vol.40 , pp. 2323-2326
- Galland, J.-C.¹ Savignac, M.² Genêt, J.-P.³

69
- 0033553556
- (1999) Tetrahedron Lett. , vol.40 , pp. 3855-3858
- Bei, X.¹ Crevier, T.² Guram, A.S.³ Jandeleit, B.⁴ Powers, T.S.⁵ Turner, H.W.⁶ Uno, T.⁷ Weinberg, W.H.⁸

70
- 0033612378
- (1999) J. Org. Chem. , vol.64 , pp. 3804-3805
- Zhang, C.¹ Huang, J.² Trudell, M.L.³ Nolan, S.P.⁴

71
- 0002569316
- (1990) Synthesis , pp. 147-148
- Ikoma, Y.¹ Taya, F.² Ozaki, E.³ Higuchi, S.⁴ Naoi, Y.⁵ Fuji-i, K.⁶

72
- 0028904859
- (1995) Tetrahedron Lett. , vol.36 , pp. 2571-2574
- Wang, J.¹ Pomerantz, M.²

73
- 0037484660
- (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 1602-1604
- Böhm, V.P.W.¹ Weskamp, T.² Gstöttmayr, C.W.K.³ Herrmann, W.A.⁴

74
- 0032171505
- (1998) Tetrahedron Lett. , vol.39 , pp. 6441-6444
- Miller, J.A.¹ Farrell, R.P.²

75
- 0033534493
- (1999) Tetrahedron Lett. , vol.40 , pp. 197-200
- Lipshutz, B.H.¹ Blomgren, P.A.² Kim, S.-K.³

76
- 0029943139
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 5512-5513
- Lipshutz, B.H.¹ Bulow, G.² Lowe, R.F.³ Stevens, K.L.⁴

77
- 0033534493
- (1999) Tetrahedron Lett. , vol.40 , pp. 197-200
- Lipshutz, B.H.¹ Blomgren, P.A.² Kim, S.-K.³

78
- 0033596318
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 11664-11673
- Lipshutz, B.H.¹ Bulow, G.² Fernandez-Lazaro, F.³ Kim, S.-K.⁴ Lowe, R.⁵ Mollard, P.⁶ Stevens, K.L.⁷

79
- 33845279538
- (1988) Acc. Chem. Res. , vol.2 , pp. 47-54
- Scott, W.J.¹ McMurry, J.E.²

80
- 0027180141
- (1993) Synthesis , pp. 735-762
- Ritter, K.¹

81
- 33751385493
- (1993) J. Org. Chem. , vol.58 , pp. 2201-2208
- Oh-e, T.¹ Miyaura, N.² Suzuki, A.³

82
- 0004220870
- VCH: Weinheim
- (1996) Classics in Total Synthesis , pp. 591-598
- Nicolaou, K.C.¹ Sorensen, E.J.²

83
- 33845559119
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 4981-4991
- Milstein, D.¹ Stille, J.K.²

84
- 33845561101
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 4992-4998
- Milstein, D.¹ Stille, J.K.²

85
- 0033574612
- (1999) J. Org. Chem. , vol.64 , pp. 2796-2804
- Zhang, S.¹ Marshall, D.² Liebeskind, L.S.³

86
- 0033574385
- (1999) J. Org. Chem. , vol.64 , pp. 2938-2940
- Kamlage, S.¹ Sefkow, M.² Peter, M.G.³

87
- 0033595869
- (1999) Tetrahedron Lett. , vol.40 , pp. 7599-7603
- Chowdhury, S.¹ Georghiou, P.E.²

88
- 0001545278
- Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., Chapter 113
- (1992) Comprehensive Organic Synthesis , vol.1 , pp. 397-458
- O'Neill, B.T.¹

89
- 0033537808
- (1999) Tetrahedron Lett. , vol.40 , pp. 3057-3060
- Bumagin, N.A.¹ Korolev, D.N.²

90
- 0034639695
- (2000) Tetrahedron Lett. , vol.41 , pp. 999-1001
- Kabalka, G.W.¹ Malladi, R.R.² Tejedor, D.³ Kelley, S.⁴

91
- 33845376366
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 3033-3040
- Scott, W.J.¹ Stille, J.K.²

92
- 0000131734
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 9585-9595
- Farina, V.¹ Krishnan, B.²

93
- 33751386638
- (1993) J. Org. Chem. , vol.58 , pp. 5434-5444
- Farina, V.¹ Krishnan, B.² Marshall, D.R.³ Roth, G.P.⁴

94
- 0001186913
- Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: Oxford, U.K., Chapter 34
- (1995) Comprehensive Organometallic Chemistry II , vol.12 , pp. 161-340
- Farina, V.¹

95
- 0032500354
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 8978-8985
- Casado, A.L.¹ Espinet, P.²

96
- 0034127063
- (2000) Acc. Chem. Res. , vol.33 , pp. 314-321
- Amatore, C.¹ Jutand, A.²

97
- 0000856371
- (1979) Inorg. Chem. , vol.18 , pp. 1966-1968
- Beachley O.T., Jr.¹ Rusinko, R.N.²

98
- 0000021503
- (1990) Polyhedron , vol.9 , pp. 353-360
- Schumann, H.¹ Hartmann, U.² Wassermann, W.³

99
- 0000535591
- (1999) Organometallics , vol.18 , pp. 156-160
- Crittendon, R.C.¹ Beck, B.C.² Su, J.³ Li, X.-W.⁴ Robinson, G.H.⁵

100
- 0003151680
- Hartley, F. R., Patai S., Eds.; Wiley: Chichester, U.K., Chapter 2
- (1982) The Chemistry of the Metal-Carbon Bond , vol.1 , pp. 68
- Pilcher, G.¹ Skinner, H.A.²

101
- 0003286837
- Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon: Oxford, U.K., Chapter 1
- (1982) Comprehensive Organometallic Chemistry , vol.1 , pp. 8
- O'Neill, M.E.¹ Wade, K.²

102
- 85080849999
- and references therein
- (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 2831-2850
- Fischer, R.A.¹ Weiss, J.²

103
- 0033524869
- (1999) J. Org. Chem. , vol.64 , pp. 696-697
- Marshall, J.A.¹ Grant, C.M.²

104
- 0034247817
- (2000) Chem. Rev. , vol.100 , pp. 3163-3185
- Marshall, J.A.¹

105
- 0000724545
- (2000) Org. Lett. , vol.2 , pp. 847-849
- Araki, S.¹ Kamei, T.² Hirashita, T.³ Yamamura, H.⁴ Kawai, M.⁵

106
- 0742313889
- (1996) J. Org. Chem. , vol.61 , pp. 2346-2351
- Moreno-Mañias, M.¹ Pérez, M.² Pleixats, R.³

107
- 0032949055
- (1999) J. Org. Chem. , vol.64 , pp. 3592-3594
- Aramendía, M.A.¹ Lafont, F.² Moreno-Mañas, M.³ Pleixats, R.⁴ Roglans, A.⁵

108
- 0002714675
- (1978) J. Org. Chem. , vol.43 , pp. 2923-2925
- Still, W.C.¹ Kahn, M.² Mitra, A.³

109
- 0003726028
- Wiley: New York
- (1975) Organic Synthesis via Boranes , pp. 248-249
- Brown, H.C.¹

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