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Volumn 71, Issue 10, 2006, Pages 3816-3821

(IPr)Pd(acac)Cl: An easily synthesized, efficient, and versatile precatalyst for C-N and C-C bond formation

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CHEMICAL BONDS; CHLORINE COMPOUNDS; COMPLEXATION; KETONES; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 33646498964     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo060190h     Document Type: Article
Times cited : (177)

References (46)
  • 3
    • 0037112673 scopus 로고    scopus 로고
    • For a review on palladium-catalyzed cross-coupling reactions of aryl chlorides see: Littke, A. F.; Fu, G. C. Angew. Chem., Int. Ed. 2002, 41, 4176-4211.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 4176-4211
    • Littke, A.F.1    Fu, G.C.2
  • 4
    • 33646501547 scopus 로고    scopus 로고
    • Fairlamb, I. J. S., Ed.
    • As emphasized by the recent publication of a special issue of Tetrahedron dedicated to the subject. Development and Application of Highly Active and Selective Palladium Catalysts; Fairlamb, I. J. S., Ed.; Tetrahedron 2005, 41, 4176-4211.
    • (2005) Tetrahedron , vol.41 , pp. 4176-4211
  • 6
    • 33646501974 scopus 로고    scopus 로고
    • note
    • IPr·HCl can be purchased from Strem or Aldrich.
  • 9
    • 0030664209 scopus 로고    scopus 로고
    • For early references on Pd-catalyzed α-ketone arylation, see: (a) Palucki, M.; Buchwald, S. L. J. Am. Chem. Soc. 1997, 119, 11108-11109.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 11108-11109
    • Palucki, M.1    Buchwald, S.L.2
  • 24
    • 0013418182 scopus 로고    scopus 로고
    • Negishi, E.-i., de Meijere, A., Eds.; Wiley: New York
    • For comprehensive reviews on aryl animation, see: (a) Hartwig, J. F. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E.-i., de Meijere, A., Eds.; Wiley: New York, 2002; Vol. 1, p 1051.
    • (2002) Handbook of Organopalladium Chemistry for Organic Synthesis , vol.1 , pp. 1051
    • Hartwig, J.F.1
  • 26
    • 33646526321 scopus 로고    scopus 로고
    • note
    • tAm > KOMe ≈ NaOMe > NaOH ≈ KOH ≈ NaH.
  • 27
    • 33646519714 scopus 로고    scopus 로고
    • note
    • Issues on catalyst decomposition are currently being investigated and will be reported in due course.
  • 36
    • 0035927424 scopus 로고    scopus 로고
    • see the Supporting Information for the complete reference
    • (a) Bressi, J. C.; et al. J. Med. Chem. 2001, 44, 2080-2093 [see the Supporting Information for the complete reference].
    • (2001) J. Med. Chem. , vol.44 , pp. 2080-2093
    • Bressi, J.C.1
  • 37
    • 0035924235 scopus 로고    scopus 로고
    • see the Supporting Information for the complete reference
    • (b) Honma, T.; et al. J. Med. Chem. 2001, 44, 4615-4627 [see the Supporting Information for the complete reference].
    • (2001) J. Med. Chem. , vol.44 , pp. 4615-4627
    • Honma, T.1
  • 38
    • 0142028917 scopus 로고    scopus 로고
    • see the Supporting Information for the complete reference
    • (c) Regan, J.; et al. J. Med. Chem. 2003, 46, 4676-4686 [see the Supporting Information for the complete reference].
    • (2003) J. Med. Chem. , vol.46 , pp. 4676-4686
    • Regan, J.1
  • 43
    • 33646529686 scopus 로고    scopus 로고
    • note
    • tBu, either it did not reach completion or it required extended time. Attempts to run α-ketone arylation reactions at lower temperature resulted in sluggish conversions.
  • 45
    • 33646503937 scopus 로고    scopus 로고
    • note
    • (b) 3j has not been reported.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.