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Volumn , Issue 9, 2006, Pages 1351-1354

Aryl- or alkylation of diaryl disulfides using organoboronic acids and a copper catalyst

Author keywords

Copper catalyst; Diaryl disulfide; Organoboronic acid; Unsymmetrical monosulfide

Indexed keywords

COPPER; DISULFIDE; ORGANOBORON DERIVATIVE;

EID: 33745348290     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-939707     Document Type: Article
Times cited : (84)

References (35)
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    • (c) Comprehensive Organic Synthesis, Vol. 4; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: New York, 1991.
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    • Katritzky, A. R.; Meth-Cohn, O.; Rees, C. W., Eds.; Academic Press: San Diego
    • (a) Metzner, P.; Thuillier, A. Sulfur Reagents in Organic Synthesis; Katritzky, A. R.; Meth-Cohn, O.; Rees, C. W., Eds.; Academic Press: San Diego, 1994.
    • (1994) Sulfur Reagents in Organic Synthesis
    • Metzner, P.1    Thuillier, A.2
  • 5
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    • Trost, B. M.; Fleming, I., Eds.; Pergamon Press: New York
    • (b) Comprehensive Organic Synthesis, Vol. 6; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: New York, 1991.
    • (1991) Comprehensive Organic Synthesis , vol.6
  • 14
    • 0031585051 scopus 로고    scopus 로고
    • Chalcogenations of alkyl halides using dichalcogenides are known, see: (a) Chowdhury, S.; Roy, S. Tetrahedron Lett. 1997, 38, 2149.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 2149
    • Chowdhury, S.1    Roy, S.2
  • 26
    • 11244296859 scopus 로고    scopus 로고
    • de Meijere, A.; Diederich, F., Eds.; Wiley-VCH: Weinheim
    • For a review of carbon-heteroatom bond formations using organoboronic acid, see: Miyaura, N. In Metal-Catalyzed Cross-Coupling Reactions, Vol. 1; de Meijere, A.; Diederich, F., Eds.; Wiley-VCH: Weinheim, 2004, 41-123.
    • (2004) Metal-Catalyzed Cross-Coupling Reactions , vol.1 , pp. 41-123
    • Miyaura, N.1
  • 29
    • 33745361585 scopus 로고    scopus 로고
    • note
    • 4SPh in good yield, the reaction with other substrates (alkylboronic acids or other diaryl disulfides) showed lower reactivity.
  • 30
    • 33745400935 scopus 로고    scopus 로고
    • note
    • 16S: C, 74.94; H, 8.39. Found: C, 74.96; H, 8.35.
  • 31
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    • John Wiley & Sons: New York
    • Org. Synth. Coll., Vol. V; John Wiley & Sons: New York, 1973, 107-110.
    • (1973) Org. Synth. Coll. , vol.5 , pp. 107-110
  • 34
    • 33745400389 scopus 로고    scopus 로고
    • note
    • A disulfide bond can be cleaved by CuI; see ref. 5b and 5d.
  • 35
    • 33745368036 scopus 로고    scopus 로고
    • note
    • 10OTe: C, 50.40; H, 3.25. Found: C, 50.12; H, 3.35.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.