메뉴 건너뛰기




Volumn 47, Issue 15, 2008, Pages 2836-2839

Room temperature copper-catalyzed 2-functionalization of pyrrole rings by a three-component coupling reaction

Author keywords

Alkynes; Azides; C C bond formation; Copper; Pyrrole rings

Indexed keywords

ACETYLENE; CHEMICAL REACTIONS; COPPER; HYDROCARBONS; NITROGEN COMPOUNDS;

EID: 44649165383     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200705940     Document Type: Article
Times cited : (133)

References (57)
  • 6
    • 0034807741 scopus 로고    scopus 로고
    • For recent selected examples of asymmetric pyrrole alkylations, see: a
    • For recent selected examples of asymmetric pyrrole alkylations, see: a) N. A. Paras, D. W. MacMillan, J. Am. Chem. Soc. 2001, 123, 4370;
    • (2001) J. Am. Chem. Soc , vol.123 , pp. 4370
    • Paras, N.A.1    MacMillan, D.W.2
  • 23
    • 18244388692 scopus 로고    scopus 로고
    • For recent examples of the selective addition of indoles to in situ generated ketene iminium species from ynamides, see: a Y. Zhang, R. P. Hsung, X. Zhang, J. Huang, B. W. Slafer, A. Davis, Org. Lett. 2005, 7, 1047;
    • For recent examples of the selective addition of indoles to in situ generated ketene iminium species from ynamides, see: a) Y. Zhang, R. P. Hsung, X. Zhang, J. Huang, B. W. Slafer, A. Davis, Org. Lett. 2005, 7, 1047;
  • 25
    • 53549089037 scopus 로고    scopus 로고
    • When 3-methylindole was employed as a coupling partner, an N-indoylamidine species was obtained in 20% yield under the present conditions..
    • When 3-methylindole was employed as a coupling partner, an N-indoylamidine species was obtained in 20% yield under the present conditions..
  • 26
    • 53549131130 scopus 로고    scopus 로고
    • For details, see the Supporting Information
    • For details, see the Supporting Information.
  • 27
    • 53549098355 scopus 로고    scopus 로고
    • For details of X-ray crystallographic data, see the Supporting Information
    • For details of X-ray crystallographic data, see the Supporting Information.
  • 30
    • 0037067015 scopus 로고    scopus 로고
    • For selected examples of the preparation of 1,3-aminoalcohols by selective chelation-assisted reduction, see: a
    • For selected examples of the preparation of 1,3-aminoalcohols by selective chelation-assisted reduction, see: a) T. Kochi, T. P. Tang, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 6518;
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 6518
    • Kochi, T.1    Tang, T.P.2    Ellman, J.A.3
  • 33
    • 0037436899 scopus 로고    scopus 로고
    • For selected examples on the synthesis of corroles and their utility, see: a
    • For selected examples on the synthesis of corroles and their utility, see: a) R. A. Decréau, J. P. Collman, Tetrahedron Lett. 2003, 44, 3323;
    • (2003) Tetrahedron Lett , vol.44 , pp. 3323
    • Decréau, R.A.1    Collman, J.P.2
  • 36
    • 53549115786 scopus 로고    scopus 로고
    • For the preparation of 2,2′-dipyrrolomethane compounds and their synthetic utility, see: a The Porphyrin Handbook, Academic Press, San Diego, 2000;
    • For the preparation of 2,2′-dipyrrolomethane compounds and their synthetic utility, see: a) The Porphyrin Handbook, Academic Press, San Diego, 2000;
  • 39
    • 85008119859 scopus 로고
    • For synthetic utility of 1,3-hydroxyketone compounds, see: a
    • For synthetic utility of 1,3-hydroxyketone compounds, see: a) L Matoba, Y. Miyama, T. Yamazaki, Chem. Pharm. Bull. 1983, 31, 476;
    • (1983) Chem. Pharm. Bull , vol.31 , pp. 476
    • Matoba, L.1    Miyama, Y.2    Yamazaki, T.3
  • 41
    • 13644270366 scopus 로고    scopus 로고
    • 4,7-Dihydroindole was prepared from indole by the Birch reduction: H. Çavdar, N. Saraçoǧlu, Tetrahedron 2005, 61, 2401.
    • 4,7-Dihydroindole was prepared from indole by the Birch reduction: H. Çavdar, N. Saraçoǧlu, Tetrahedron 2005, 61, 2401.
  • 52
    • 53549117328 scopus 로고    scopus 로고
    • Recently, Carretero and co-workers reported a selective Cu-catalyzed aza Friedel-Crafts reaction of N-(2-pyridyl)sulfonyl aldimines with indoles and N-methylpyrrole; J. Esquivias, R. G. Arrayas, J. C. Carretero, Angew. Chem. 2006, 118, 645;
    • Recently, Carretero and co-workers reported a selective Cu-catalyzed aza Friedel-Crafts reaction of N-(2-pyridyl)sulfonyl aldimines with indoles and N-methylpyrrole; J. Esquivias, R. G. Arrayas, J. C. Carretero, Angew. Chem. 2006, 118, 645;
  • 54
    • 4744342870 scopus 로고    scopus 로고
    • For selected examples of recent preparative methods for the pyrrolo[1,2-a]quinoline skeleton, see: a V. Mamane, P. Hannen, A. Fürstner, Chem. Eur. J. 2004, 10, 4556;
    • For selected examples of recent preparative methods for the pyrrolo[1,2-a]quinoline skeleton, see: a) V. Mamane, P. Hannen, A. Fürstner, Chem. Eur. J. 2004, 10, 4556;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.