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Volumn , Issue 19, 2010, Pages 3650-3656

Copper-Catalyzed multicomponent coupling of organoindium reagents with nitrogen-Containing aromatic heterocycles

Author keywords

Copper; Multicomponent reactions; Nitrogen heterocycles; Organoindium reagents; Pyridinium salts

Indexed keywords


EID: 77953833634     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201000231     Document Type: Article
Times cited : (22)

References (67)
  • 1
    • 0036012737 scopus 로고    scopus 로고
    • For reviews on the chemistry of dihydropyridines including their synthesis by nucleophilic additions to pyridinium salts, see: a.) R. Lavilla, J. Chem. Soc. Perkin Trans. 1 2002, 1141-1156;
    • (2002) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 1141-1156
    • Lavilla, R.1
  • 4
    • 77957075799 scopus 로고
    • a) For a review on the regioselective synthesis of pyridines by nucleophilic additions to pyridinium salts, see: D. L. Comins, S. O'Connor, Adv. Heterocycl. Chem. 1988, 44, 199;
    • (1988) Adv. Heterocycl. Chem. , vol.44 , pp. 199
    • Comins, D.L.1    O'Connor, S.2
  • 28
    • 77953849509 scopus 로고    scopus 로고
    • [3a]
    • [3a]
  • 35
    • 0036869491 scopus 로고    scopus 로고
    • For reviews of the synthetic utility of asymmetric additions to 3-TIPS-4-methoxypyridines towards natural product synthesis, see: a) S. Joseph, D. L. Comins, Curr. Opin. Drug Disc. 2002, 5, 870;
    • (2002) Curr. Opin. Drug Disc. , vol.5 , pp. 870
    • Joseph, S.1    Comins, D.L.2
  • 37
    • 27644547805 scopus 로고    scopus 로고
    • For examples of natural product or bio-active compound synthesis from organometallic additions to pyridinium salts, see: a) A. Lemire, A. B. Charette, Org. Lett. 2005, 7, 2747;
    • (2005) Org. Lett. , vol.7 , pp. 2747
    • Lemire, A.1    Charette, A.B.2
  • 61
    • 77953845436 scopus 로고    scopus 로고
    • Quinoline can also participate in this reaction, but leads to a mixture of 1,2- and 14-addition products.
    • Quinoline can also participate in this reaction, but leads to a mixture of 1,2- and 1,4-addition products.
  • 62
    • 77953823963 scopus 로고    scopus 로고
    • Results not shown Oxazole and thiazole in this copper-catalyzed organoindium addition reaction did not generate product as observed by LC-MS or NMR analysis of the crude reaction mixtures.
    • Results not shown. Oxazole and thiazole in this copper-catalyzed organoindium addition reaction did not generate product as observed by LC-MS or NMR analysis of the crude reaction mixtures.
  • 64
    • 0001144646 scopus 로고
    • References for known compounds are as follows: a) compound. 1 (Table 2, Entry 1): (i) D. L. Comins, M. O. Killpatrick, Heterocycles 1990, 31, 2025;
    • (1990) Heterocycles , vol.31 , pp. 2025
    • Comins, D.L.1    Killpatrick, M.O.2
  • 66
    • 0001333964 scopus 로고
    • b) phenyl 3-formyl-4-phenyl-pyridine-1(4H)-carboxylate (Table 2, Entry 4): D. L. Comins, J. J. Herrick, Heterocycles 1987, 26, 2159;
    • (1987) Heterocycles , vol.26 , pp. 2159
    • Comins, D.L.1    Herrick, J.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.