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Volumn 10, Issue 12, 2008, Pages 2485-2488

Carbon tetrabromide-mediated carbon-sulfur bond formation via a sulfenyl bromide intermediate

Author keywords

[No Author keywords available]

Indexed keywords

BROMINATED HYDROCARBON; CARBON TETRABROMIDE; ESTER; INDOLE DERIVATIVE; SULFUR DERIVATIVE; THIOCARBAMIC ACID DERIVATIVE; THIOKETONE;

EID: 48849117855     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol800765s     Document Type: Article
Times cited : (45)

References (79)
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    • Selected examples: (a) Goering, H. L.; Towns, D. L.; Dittmar, B. J. Org. Chem. 1962, 27, 736-739.
    • Selected examples: (a) Goering, H. L.; Towns, D. L.; Dittmar, B. J. Org. Chem. 1962, 27, 736-739.
  • 21
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    • Selected examples: (a) Schreiner, P. R.; Lauenstein, O.; Kolomitsyn, I. V.; Nadi, S.; Fokin, A. A. Angew. Chem., Int. Ed. 1998, 37, 1895-1897.
    • Selected examples: (a) Schreiner, P. R.; Lauenstein, O.; Kolomitsyn, I. V.; Nadi, S.; Fokin, A. A. Angew. Chem., Int. Ed. 1998, 37, 1895-1897.
  • 39
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    • Selected examples for sulfenyl halides, see: a
    • Selected examples for sulfenyl halides, see: (a) Koval', I. V. Russ. Chem. Rev. 1995, 64, 731-751.
    • (1995) Russ. Chem. Rev , vol.64 , pp. 731-751
    • Koval', I.V.1
  • 46
    • 59949090931 scopus 로고    scopus 로고
    • X-ray diffraction data for 3aa has been deposited in the Cambridge Crystallographic Data Centre with supplementary publication number of CCDC 616702.
    • X-ray diffraction data for 3aa has been deposited in the Cambridge Crystallographic Data Centre with supplementary publication number of CCDC 616702.
  • 47
    • 59949083944 scopus 로고    scopus 로고
    • In our experiment, it was found that the secondary aromatic amines were inert to this C-S bond formation reaction, probably due to their weaker nucleophilicity. For primary aliphatic amines, the resulting products were not the desired C-S bond formation products. Instead, thioureas were obtained based on the spectra data
    • In our experiment, it was found that the secondary aromatic amines were inert to this C-S bond formation reaction, probably due to their weaker nucleophilicity. For primary aliphatic amines, the resulting products were not the desired C-S bond formation products. Instead, thioureas were obtained based on the spectra data.
  • 48
    • 59949086313 scopus 로고    scopus 로고
    • 4-promoted S-S coupling reaction will be reported seperately, along with the results mentioned in ref 12.
    • 4-promoted S-S coupling reaction will be reported seperately, along with the results mentioned in ref 12.
  • 49
    • 0030802574 scopus 로고    scopus 로고
    • For a review on xanthates, see
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    • (1997) Angew. Chem., Int. Ed , vol.36 , pp. 672-685
    • Zard, S.Z.1
  • 72
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    • Attempts to isolate the sulfur-centered electrophilic species failed. Also refer to: (a) Tudge, M.; Tamiya, M.; Savarin, C.; Humphrey, G. R. Org. Lett. 2006, 8, 565-568.
    • Attempts to isolate the sulfur-centered electrophilic species failed. Also refer to: (a) Tudge, M.; Tamiya, M.; Savarin, C.; Humphrey, G. R. Org. Lett. 2006, 8, 565-568.
  • 75
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    • Representative papers on umpolung, see: a
    • Representative papers on umpolung, see: (a) Seebach, D. Angew. Chem., Int. Ed. 1979, 18, 239-258.
    • (1979) Angew. Chem., Int. Ed , vol.18 , pp. 239-258
    • Seebach, D.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.