메뉴 건너뛰기




Volumn , Issue 27, 2009, Pages 4614-4621

Acid-free synthesis of carbazoles and carbazolequinones by intramolecular Pd-catalyzed, microwave-assisted oxidative biaryl coupling reactions efficient syntheses of murrayafoline A, 2-methoxy-3-methylcarbazole, and glycozolidine

Author keywords

Biaryl coupling; C H activation; Heterocycles; Natural products; Qui ones

Indexed keywords


EID: 70349227133     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200900537     Document Type: Article
Times cited : (89)

References (81)
  • 2
    • 0036826933 scopus 로고    scopus 로고
    • For a comprehensive review of the isolation and synthesis of biologically active carbazoles
    • For a comprehensive review of the isolation and synthesis of biologically active carbazoles, see: H.-J. Knölker, K. R. Reddy, Chem. Rev. 2002, 102, 4303-4428.
    • (2002) Chem. Rev. , vol.102 , pp. 4303-4428
    • Knölker, H.-J.1    Reddy, K.R.2
  • 3
    • 77957036993 scopus 로고
    • For some general reviews on carbazole and carbazole alkaloids, a (Ed.: G. A. Cordell), Academic Press, New York
    • For some general reviews on carbazole and carbazole alkaloids, see: a) D. P. Chakraborty, in: The Alkaloids: Chemistry and Pharmacology (Ed.: G. A. Cordell), Academic Press, New York, 1993, vol.44, pp. 257-364;
    • (1993) The Alkaloids: Chemistry and Pharmacology , vol.44 , pp. 257-364
    • Chakraborty, D.P.1
  • 5
    • 44949230366 scopus 로고    scopus 로고
    • (Ed.: G. A. Cordell), Academic Press, Amsterdam
    • c) H.-J. Knölker, K. R. Reddy, in: The Alkaloids (Ed.: G. A. Cordell), Academic Press, Amsterdam, 2008, vol.65, p. 1-430.
    • (2008) The Alkaloids , vol.65 , pp. 1-430
    • Knölker, H.-J.1    Reddy, K.R.2
  • 6
    • 0034064346 scopus 로고    scopus 로고
    • For selected examples of biologically important carbazoles, see: a
    • For selected examples of biologically important carbazoles, see: a) K. M. Meragelman, T. C. McK.ee, M. R. Boyd, J. Nat. Prod 2000, 63, 427-428;
    • (2000) J. Nat. Prod , vol.63 , pp. 427-428
    • Meragelman, K.M.1    McKee, T.C.2    Boyd, M.R.3
  • 27
    • 4544325407 scopus 로고    scopus 로고
    • For an overview of methods for diarylamine synthesis, and references cited therein.
    • For an overview of methods for diarylamine synthesis, see: I. Sapountzis, P. Knöchel, Angew. Chem. Int. Ed. 2004, 43, 897-900 and references cited therein.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 897-900
    • Sapountzis, I.1    Knöchel, P.2
  • 28
    • 33847801634 scopus 로고
    • For selected examples of Pd-mediated/catalyzed synthesis of carbazoles from non-halogenated diarylamines
    • For selected examples of Pd-mediated/catalyzed synthesis of carbazoles from non-halogenated diarylamines, see: a) B. Àkermark, L. Eberson, E. Jonsson, E. Pettersson, J. Org. Chem. 1975, 40, 1365-1366;
    • (1975) J. Org. Chem. , vol.40 , pp. 1365-1366
    • Àkermark, B.1    Eberson, L.2    Jonsson, E.3    Pettersson, E.4
  • 41
    • 0033534344 scopus 로고    scopus 로고
    • For two examples, giving yields of 32% and 43%, respectively
    • For two examples, giving yields of 32% and 43%, respectively, see: a) G Lin, A. Zhang, Tetrahedron Lett. 1999, 40, 341-344;
    • (1999) Tetrahedron Lett. , vol.40 , pp. 341-344
    • Lin, G.1    Zhang, A.2
  • 44
    • 48449103519 scopus 로고    scopus 로고
    • Following our communication, one example of microwave irradiation was also employed by Knölker for the synthesis of 3cyano-7- triisopropylsilyloxy-2-methoxycarbazole.
    • Following our communication, one example of microwave irradiation was also employed by Knölker for the synthesis of 3cyano-7- triisopropylsilyloxy-2-methoxycarbazole. See: R. Forke, M. P. Krahl, F. Däbritz, A. Jäger, H.-J. Knölker, Synlett 2008, 1870-1876.
    • (2008) Synlett , pp. 1870-1876
    • Forke, R.1    Krahl, M.P.2    Däbritz, F.3    Jäger, A.4    Knölker, H.-J.5
  • 45
    • 0036800380 scopus 로고    scopus 로고
    • Catalytic C.-H. activation processes are becoming increasingly important tools for the formation of carbon-carbon bonds. For reviews
    • Catalytic C.-H. activation processes are becoming increasingly important tools for the formation of carbon-carbon bonds. For reviews, see: a) F. Kakiuchi, S. Murai, Ace. Chem. Res. 2002, 35, 826-834;
    • (2002) Ace. Chem. Res. , vol.35 , pp. 826-834
    • Kakiuchi, F.1    Murai, S.2
  • 50
    • 33744510833 scopus 로고    scopus 로고
    • G. Dyker (Ed.), Wiley-VCH, Weinheim
    • See also: f) G. Dyker (Ed.), Handbook of C-H Transformations, Wiley-VCH, Weinheim, 2005.
    • (2005) Handbook of C-H Transformations
  • 63
    • 34248204484 scopus 로고    scopus 로고
    • For the currently available syntheses of murrayafoline A, see ref. and references cited therein. a
    • For the currently available syntheses of murrayafoline A, see ref. and references cited therein. See also: a) L. Ackermann, A. Althammer, Angew. Chem. Int. Ed. 2007, 46, 1627-1629;
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 1627-1629
    • Ackermann, L.1    Althammer, A.2
  • 66
    • 70349209734 scopus 로고    scopus 로고
    • See ref
    • d) See ref


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.