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Volumn 60, Issue 50, 2004, Pages 11367-11374

An efficient synthesis of a highly functionalized 4-arylpiperidine

Author keywords

Arylpiperidine; Catalytic hydrogenation; Dihydropyridine

Indexed keywords

CARBON; DIHYDROPYRIDINE; PIPERIDINE; PYRIDINIUM DERIVATIVE;

EID: 8744280374     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.09.092     Document Type: Article
Times cited : (14)

References (33)
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    • note
    • 2-Amino-5-chlorobenzonitrile: $32/5 g (Aldrich); 2-bromo-5-chlorobenzoic acid: $870/1 kg (Esprit/Wychem); 3-chlorobenzonitrile: $106/1 kg (Degussa).
  • 17
    • 2042507954 scopus 로고
    • For a review of palladium-catalyzed cross-coupling reactions of organoboranes see: (a) N. Miyaura, and A. Suzuki Chem. Rev. 95 1995 2457 2483
    • (1995) Chem. Rev. , vol.95 , pp. 2457-2483
    • Miyaura, N.1    Suzuki, A.2
  • 19
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    • Boronate ester 3 is not commercially available on lab scale while pyridine-4-boronic acid is available in 0.250-5 g quantities. Boronate ester 3 was prepared by a modified literature procedure using DMSO and heating at 80°C for 3 h. See: P.R. Eastwood Tetrahedron Lett. 41 2000 3705 3708
    • (2000) Tetrahedron Lett. , vol.41 , pp. 3705-3708
    • Eastwood, P.R.1
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    • This triflate was prepared by a modified literature procedure using Comins' triflating agent N-(2-pyridyl)triflimide. See: (a) D.J. Wustrow, and L.D. Wise Synthesis 1991 993 995
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    • Wustrow, D.J.1    Wise, L.D.2
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    • For the hydrogenation of the tri-substituted double-bond, see: (a) M. Eda, and M.J. Kurth Tetrahedron Lett. 42 2001 2063 2068
    • (2001) Tetrahedron Lett. , vol.42 , pp. 2063-2068
    • Eda, M.1    Kurth, M.J.2
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    • International Patent WO 98/15531, March 16, 1998.
    • (d) Sakai, T.; Nagaoka, M.; Kanno, K. International Patent WO 98/15531, March 16, 1998.
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    • European Patent Application EP 0 831 087, March 25, 1998.
    • Brieden, W.; Loetscher, D.; Naughton, A. European Patent Application EP 0 831 087, March 25, 1998.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.