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Volumn 50, Issue 5-6, 2010, Pages 652-663

Air-stable bifunctional HASPO preligands for metal-catalyzed cross-couplings and direct C-H bond arylations

Author keywords

arylation; C H bond activation; cross coupling; palladium; preligands

Indexed keywords


EID: 78650667236     PISSN: 00212148     EISSN: 18695868     Source Type: Journal    
DOI: 10.1002/ijch.201000043     Document Type: Review
Times cited : (75)

References (163)
  • 5
    • 78650650107 scopus 로고    scopus 로고
    • For early pioneering studies, see
    • For early pioneering studies, see
  • 10
    • 84890978942 scopus 로고    scopus 로고
    • in (Ed.: L. Ackermann), Wiley-VCH, Weinheim, pp.
    • A. F. Littke, in Modern Arylation Methods (Ed.:, L. Ackermann,), Wiley-VCH, Weinheim, 2009, pp. 25-68.
    • (2009) Modern Arylation Methods , pp. 25-68
    • Littke, A.F.1
  • 12
    • 0037112673 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 4176-4211.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 4176-4211
  • 13
    • 78650657998 scopus 로고    scopus 로고
    • For reviews on secondary phosphine oxide (SPO) preligands
    • For reviews on secondary phosphine oxide (SPO) preligands
  • 16
    • 9244261559 scopus 로고    scopus 로고
    • for recent representative examples of SPO preligands in cross-coupling reactions, see
    • Angew. Chem. Int. Ed. 2004, 43, 5883-5886; for recent representative examples of SPO preligands in cross-coupling reactions, see
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 5883-5886
  • 27
  • 28
    • 0001577807 scopus 로고    scopus 로고
    • G. Y. Li, Angew. Chem. 2001, 113, 1561-1564
    • (2001) Angew. Chem. , vol.113 , pp. 1561-1564
    • Li, G.Y.1
  • 29
    • 0035901659 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2001, 40, 1513-1516.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 1513-1516
  • 47
    • 18044384649 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 2444-2447.
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 2444-2447
  • 48
    • 77952330252 scopus 로고    scopus 로고
    • For palladium-catalyzed Suzuki-Miyaura cross-couplings of unactivated alkyl chlorides with SPO preligands, see
    • For palladium-catalyzed Suzuki-Miyaura cross-couplings of unactivated alkyl chlorides with SPO preligands, see:, L. Ackermann, A. R. Kapdi, C. Schulzke, Org. Lett. 2010, 12, 2298-2301.
    • (2010) Org. Lett. , vol.12 , pp. 2298-2301
    • Ackermann, L.1    Kapdi, A.R.2    Schulzke, C.3
  • 51
    • 60749109331 scopus 로고    scopus 로고
    • For the use of SPO preligands, see
    • For the use of SPO preligands, see:, K. L. Billingsley, S. L. Buchwald, Angew. Chem. 2008, 120, 4773-4776
    • (2008) Angew. Chem. , vol.120 , pp. 4773-4776
    • Billingsley, K.L.1    Buchwald, S.L.2
  • 52
    • 48849092532 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 4695-4698.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 4695-4698
  • 53
    • 78650659595 scopus 로고    scopus 로고
    • Selected examples being reported prior to our studies
    • Selected examples being reported prior to our studies
  • 55
    • 33746191961 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 3349-3353
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 3349-3353
  • 58
    • 0038637129 scopus 로고    scopus 로고
    • references cited therein
    • A. H. Roy, J. F. Hartwig, J. Am. Chem. Soc. 2003, 125, 8704-8705; and references cited therein.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 8704-8705
    • Roy, A.H.1    Hartwig, J.F.2
  • 60
    • 0037090932 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 1290-1309.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1290-1309
  • 67
    • 0034665598 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2000, 39, 3241-3244.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3241-3244
  • 68
    • 78650656548 scopus 로고    scopus 로고
    • For recent representative studies on catalyzed functionalizations of C-F bonds with metals other than nickel, see
    • For recent representative studies on catalyzed functionalizations of C-F bonds with metals other than nickel, see
  • 70
    • 61349130720 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 1818-1822
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 1818-1822
  • 74
    • 60749108123 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 1546-1548
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 1546-1548
  • 79
    • 38349096801 scopus 로고    scopus 로고
    • references cited therein
    • T. Wang, B. J. Alfonso, J. A. Love, Org. Lett. 2007, 9, 5629-5631; and references cited therein.
    • (2007) Org. Lett. , vol.9 , pp. 5629-5631
    • Wang, T.1    Alfonso, B.J.2    Love, J.A.3
  • 82
    • 78650633596 scopus 로고    scopus 로고
    • For nickel-catalyzed cross-coupling reactions of aryl fluorides with boronic acids, see
    • For nickel-catalyzed cross-coupling reactions of aryl fluorides with boronic acids, see
  • 85
    • 78650656064 scopus 로고    scopus 로고
    • For representative examples, see
    • For representative examples, see
  • 92
  • 96
    • 27844437252 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 7216-7219.
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 7216-7219
  • 98
    • 0000276628 scopus 로고    scopus 로고
    • For an example of the use of a secondary phosphine sulfide in a cross-coupling of aryl chlorides, see
    • For an example of the use of a secondary phosphine sulfide in a cross-coupling of aryl chlorides, see:, G. Y. Li, W. J. Marshall, Organometallics 2002, 21, 590-591.
    • (2002) Organometallics , vol.21 , pp. 590-591
    • Li, G.Y.1    Marshall, W.J.2
  • 101
    • 34548800716 scopus 로고    scopus 로고
    • For a related subsequent report, see
    • For a related subsequent report, see:, W. Mai, G. Lu, L. Gao, Synlett 2007, 2247-2251.
    • (2007) Synlett , pp. 2247-2251
    • Mai, W.1    Lu, G.2    Gao, L.3
  • 103
    • 33845224843 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 7627-7630.
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 7627-7630
  • 104
    • 78650647880 scopus 로고    scopus 로고
    • For representative examples, see
    • For representative examples, see
  • 107
  • 113
    • 70349782152 scopus 로고    scopus 로고
    • references cited therein
    • Angew. Chem. Int. Ed. 2009, 48, 2383-2387; and references cited therein.
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 2383-2387
  • 115
    • 78650632683 scopus 로고    scopus 로고
    • Representative recent reviews
    • Representative recent reviews
  • 119
    • 72449170089 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 9792-9826
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 9792-9826
  • 121
    • 77249154012 scopus 로고    scopus 로고
    • references cited therein
    • A. A. Kulkarni, O. Daugulis, Synthesis 2009, 4087-4109; and references cited therein.
    • (2009) Synthesis , pp. 4087-4109
    • Kulkarni, A.A.1    Daugulis, O.2
  • 122
    • 0026418434 scopus 로고
    • B. M. Trost, Science 1991, 254, 1471-1477
    • (1991) Science , vol.254 , pp. 1471-1477
    • Trost, B.M.1
  • 125
    • 78650667537 scopus 로고    scopus 로고
    • For selected reports on ruthenium(II) carboxylates in direct arylations from our laboratories, see
    • For selected reports on ruthenium(II) carboxylates in direct arylations from our laboratories, see
  • 130
    • 70349779001 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 6045-6048
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 6045-6048
  • 132
    • 78650671750 scopus 로고    scopus 로고
    • For select examples of ruthenium-catalyzed direct arylations with boron-based arylating reagents, see
    • For select examples of ruthenium-catalyzed direct arylations with boron-based arylating reagents, see
  • 136
    • 78650671025 scopus 로고    scopus 로고
    • For recent examples of ruthenium-catalyzed direct arylations with aryl bromides, see
    • For recent examples of ruthenium-catalyzed direct arylations with aryl bromides, see
  • 145
    • 34548319237 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 6364-6367.
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 6364-6367
  • 147
    • 33746307336 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 2619-2622.
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 2619-2622
  • 148
    • 70349900133 scopus 로고    scopus 로고
    • For palladium-catalyzed direct arylations with aryl tosylates or mesylates, see
    • For palladium-catalyzed direct arylations with aryl tosylates or mesylates, see:, L. Ackermann, A. Althammer, S. Fenner, Angew. Chem. 2009, 121, 207-210
    • (2009) Angew. Chem. , vol.121 , pp. 207-210
    • Ackermann, L.1    Althammer, A.2    Fenner, S.3
  • 149
  • 153
    • 0345708168 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 5400-5449.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 5400-5449
  • 155
    • 28744458623 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 7674-7684.
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 7674-7684
  • 157
    • 78650656766 scopus 로고    scopus 로고
    • See also
    • See also


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.