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Volumn 66, Issue 32, 2010, Pages 6026-6031

Rhodium-catalyzed carbometalation of ynamides with organoboron reagents

Author keywords

[No Author keywords available]

Indexed keywords

1 [2 (4 ACETYLPHENYL) 2 PHENYLVINYL]PYRROLIDIN 2 ONE; 3 [2 (3 CHLORO 4 ISOPROPOXYPHENYL) 2 PHENYLVINYL]OXAZOLIDIN 2 ONE; 3 [2 (4 ACETYLPHENYL) 4 PHENYLBUT 1 ENYL]OXAZOLIDIN 2 ONE; 3 [2 (4 CHLOROPHENYL) 2 PHENYLVINYL]OXAZOLIDIN 2 ONE; 3 [2 [2 (TERT BUTYLDIMETHYLSILYLOXY)ETHYL] 4 PHENYLBUTA 1,3 DIENYL]OXAZOLIDIN 2 ONE; 3 [2 PHENYL 2 2 TOLYLVINYL]OXAZOLIDIN 2 ONE; 3 [2,2 DIPHENYLVINYL]OXAZOLIDIN 2 ONE; 3 [2,4 DIPHENYLBUT 1 ENYL]OXAZOLIDIN 2 ONE; 3 [4 (TERT BUTYLDIMETHYLSILYLOXY) 2 (2 FURANYL)BUT 1 ENYL]OXAZOLIDIN 2 ONE; 3 [4 (TERT BUTYLDIMETHYLSILYLOXY) 2 (4 DIBENZOFURANYL)BUT 1 ENYL]OXAZOLIDIN 2 ONE; 3 [4 (TERT BUTYLDIMETHYLSILYLOXY) 2 (4 METHOXYPHENYL)BUT 1 ENYL]OXAZOLIDIN 2 ONE; 3 [4 (TERT BUTYLDIMETHYLSILYLOXY) 2 4 TOLYLBUT 1 ENYL]OXAZOLIDIN 2 ONE; 3 [4 (TERT BUTYLDIMETHYLSILYLOXY) 2 PHENYLBUT 1 ENYL]OXAZOLIDIN 2 ONE; 4 [1 [1 (2 OXOOXAZOLIDIN 3 YL)METH YLIDENE] 3 PHENYLPROPYL]BENZOIC ACID ETHYLESTER; AMIDE; ARYLBORONIC ESTER; BORONIC ACID DERIVATIVE; ENAMIDE DERIVATIVE; ESTER DERIVATIVE; ORGANOBORON DERIVATIVE; RHODIUM; TRIARYLBOROXINE DERIVATIVE; UNCLASSIFIED DRUG; YNAMIDE DERIVATIVE;

EID: 77955425077     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.06.021     Document Type: Article
Times cited : (50)

References (51)
  • 1
    • 52149098218 scopus 로고    scopus 로고
    • For reviews on enamides
    • For reviews on enamides, see: D.R. Carbery Org. Biomol. Chem. 6 2008 3455 3460
    • (2008) Org. Biomol. Chem. , vol.6 , pp. 3455-3460
    • Carbery, D.R.1
  • 7
    • 77950513362 scopus 로고    scopus 로고
    • For general reviews of ynamide chemistry
    • For general reviews of ynamide chemistry, see: G. Evano, A. Coste, and K. Jouvin Angew. Chem., Int. Ed. 16 2010 2840 2859
    • (2010) Angew. Chem., Int. Ed. , vol.16 , pp. 2840-2859
    • Evano, G.1    Coste, A.2    Jouvin, K.3
  • 11
    • 23944465510 scopus 로고    scopus 로고
    • For related carbometalation reactions of ynamides
    • For related carbometalation reactions of ynamides, see: H. Chechik-Lankin, S. Livshin, and I. Marek Synlett 2005 2098-2100
    • (2005) Synlett
    • Chechik-Lankin, H.1    Livshin, S.2    Marek, I.3
  • 18
    • 0035930756 scopus 로고    scopus 로고
    • For nickel-catalyzed hydroarylation of alkynes with arylboron compounds
    • For nickel-catalyzed hydroarylation of alkynes with arylboron compounds, see: E. Shirakawa, G. Takahashi, T. Tsuchimoto, and Y. Kawakami Chem. Commun. 2001 2688 2689
    • (2001) Chem. Commun. , pp. 2688-2689
    • Shirakawa, E.1    Takahashi, G.2    Tsuchimoto, T.3    Kawakami, Y.4
  • 19
    • 0035840942 scopus 로고    scopus 로고
    • For rhodium-catalyzed hydroarylation of alkynes with arylboron reagents
    • For rhodium-catalyzed hydroarylation of alkynes with arylboron reagents, see: T. Hayashi, K. Inoue, N. Taniguchi, and M. Ogasawara J. Am. Chem. Soc. 123 2001 9918 9919
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 9918-9919
    • Hayashi, T.1    Inoue, K.2    Taniguchi, N.3    Ogasawara, M.4
  • 25
    • 47049106009 scopus 로고    scopus 로고
    • W. Zhang, M. Liu, H. Wu, J. Ding, and J. Cheng Tetrahedron Lett. 49 2008 5214 5216 For reviews of domino processes involving rhodium-catalyzed additions of arylboron compounds to alkynes, see:
    • (2008) Tetrahedron Lett. , vol.49 , pp. 5214-5216
    • Zhang, W.1    Liu, M.2    Wu, H.3    Ding, J.4    Cheng, J.5
  • 28
    • 0037450175 scopus 로고    scopus 로고
    • For palladium-catalyzed hydroarylation of alkynes with arylboron reagents
    • For palladium-catalyzed hydroarylation of alkynes with arylboron reagents, see: C.H. Oh, H.H. Jung, K.S. Kim, and N. Kim Angew. Chem., Int. Ed. 42 2003 805 808
    • (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 805-808
    • Oh, C.H.1    Jung, H.H.2    Kim, K.S.3    Kim, N.4
  • 32
    • 40949143965 scopus 로고    scopus 로고
    • H. Zeng, and R. Hua J. Org. Chem. 73 2008 558 562 For related processes, see:
    • (2008) J. Org. Chem. , vol.73 , pp. 558-562
    • Zeng, H.1    Hua, R.2
  • 37
    • 46749105898 scopus 로고    scopus 로고
    • For copper-catalyzed hydroarylation of alkynes with arylboronic reagents, see: Y. Yamamoto, N. Kirai, and Y. Harada Chem. Commun. 2008 2010 2012
    • (2008) Chem. Commun. , pp. 2010-2012
    • Yamamoto, Y.1    Kirai, N.2    Harada, Y.3
  • 39
    • 0036172664 scopus 로고    scopus 로고
    • For metal-catalyzed hydroarylation of alkynes with arylsilanes or arylsiloxanes
    • For metal-catalyzed hydroarylation of alkynes with arylsilanes or arylsiloxanes, see: T. Fujii, T. Koike, A. Mori, and K. Osakada Synlett 2002 295 297
    • (2002) Synlett , pp. 295-297
    • Fujii, T.1    Koike, T.2    Mori, A.3    Osakada, K.4
  • 42
    • 0000458209 scopus 로고
    • For a review of substrate-directable chemical reactions, see: A.H. Hoveyda, D.A. Evans, and G.C. Fu Chem. Rev. 93 1993 1307 1370
    • (1993) Chem. Rev. , vol.93 , pp. 1307-1370
    • Hoveyda, A.H.1    Evans, D.A.2    Fu, G.C.3
  • 43
    • 33645297163 scopus 로고    scopus 로고
    • For domino Heck-Suzuki-Miyaura reactions of ynamides
    • For domino Heck-Suzuki-Miyaura reactions of ynamides, see: S. Couty, B. Liegault, C. Meyer, and J. Cossy Tetrahedron 62 2006 3882 3895
    • (2006) Tetrahedron , vol.62 , pp. 3882-3895
    • Couty, S.1    Liegault, B.2    Meyer, C.3    Cossy, J.4
  • 45
    • 77955426433 scopus 로고    scopus 로고
    • Note
    • 3 (2 equiv) led only to low conversions into the desired enamides.
  • 49
    • 28244482315 scopus 로고    scopus 로고
    • For a review of 1,4-migration of rhodium and palladium in catalytic reactions, see: S. Ma, and Z. Gu Angew. Chem., Int. Ed. 44 2005 7512 7517
    • (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 7512-7517
    • Ma, S.1    Gu, Z.2
  • 50
    • 77955415137 scopus 로고    scopus 로고
    • The regioselectivity of this reaction could not be determined with accuracy
    • The regioselectivity of this reaction could not be determined with accuracy.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.