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Volumn 38, Issue 6, 2009, Pages 624-625

Palladium-catalyzed Mizoroki-Heck reactions of 2-methylene-1,3-dithiane 1-oxide with aryl iodides

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EID: 67650472724     PISSN: 03667022     EISSN: 13480715     Source Type: Journal    
DOI: 10.1246/cl.2009.624     Document Type: Article
Times cited : (6)

References (25)
  • 12
    • 84869360581 scopus 로고    scopus 로고
    • For review, see: a S. Bräse, A. de Meijere, in Met al.-Catalyzed Cross-Coupling Reactions, 2nd ed., ed. by A. de Meijere, F. Diederich, Wiley-VCH, Weinheim, 2004, Chap. 5.
    • For review, see: a) S. Bräse, A. de Meijere, in Met al.-Catalyzed Cross-Coupling Reactions, 2nd ed., ed. by A. de Meijere, F. Diederich, Wiley-VCH, Weinheim, 2004, Chap. 5.
  • 15
    • 67650494862 scopus 로고    scopus 로고
    • M. Beller, T. H. Riermeier, G. Stark, in Transition Met al.s for Organic Synthesis, ed. by M. Beller, C. Bolm, Wiley-VCH, Weinheim, 1998, 1, Chap. 2.13.
    • M. Beller, T. H. Riermeier, G. Stark, in Transition Met al.s for Organic Synthesis, ed. by M. Beller, C. Bolm, Wiley-VCH, Weinheim, 1998, Vol. 1, Chap. 2.13.
  • 17
    • 34250354295 scopus 로고    scopus 로고
    • Typical experimental procedure: Palladium acetate (5.6 mg, 0.025 mmol, DPPE (10 mg, 0.025 mmol, potassium carbonate (83 mg, 0.60 mmol, and TBAB (190 mg, 0.60 mmol) were placed in a 20-mL reaction flask quipped with a Dimroth condenser. The flask was filled with argon by using a standard Schlenk technique. Ketene dithioacet al. monoxide 1 (74 mg, 0.50 mmol) and 4-iodoanisole (140 mg, 0.60 mmol) were dissolved in DMF (2.0 mL, and the solution was transferred to the reaction flask. The resulting mixture was stirred for 24 h at 100 °C. The reaction was quenched with water (20 mL, and the product was extracted with ethyl acetate (10 mL × 3, The combined organic layer was dried over sodium sulfate and concentrated in vacuo. Silica gel column purification of the crude oil by using hexane/ethyl acetate=1:2 yielded 2a (126 mg, 0.50 mmol) in 99% yield. The stereochemistry of 2 was determined according to the literature: T. Wedel, M. Müller, 5. Podlech, H
    • 2: C. 56.66; H. 5.55%.
  • 19
    • 0343416210 scopus 로고    scopus 로고
    • Ketene dithioacet al. monoxide is known to serve as a Michael acceptor: a J. L. Herrmann, G. R. Kieczykowski, R. F. Romanet, P. J. Wepplo, R. H. Schlessinger, Tetrahedron Lett. 1973, 14, 4711.
    • Ketene dithioacet al. monoxide is known to serve as a Michael acceptor: a) J. L. Herrmann, G. R. Kieczykowski, R. F. Romanet, P. J. Wepplo, R. H. Schlessinger, Tetrahedron Lett. 1973, 14, 4711.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.