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Volumn 67, Issue 25, 2011, Pages 4723-4730

Zn in ionic liquid: An efficient reaction media for the synthesis of diorganyl chalcogenides and chalcogenoesters

Author keywords

Diorganyl selenide and sulfides; Ionic liquid; Recyclable; Seleno and thioesters; Zinc

Indexed keywords

CHALCOGEN; DIORGANYL CHALCOGENIDE DERIVATIVE; DIORGANYL CHALCOGENOESTER DERIVATIVE; ESTER DERIVATIVE; IONIC LIQUID; ORGANIC SOLVENT; SELENIDE ESTER; SELENOESTER; SULFIDE; SULFIDE ESTER; THIOESTER; UNCLASSIFIED DRUG; ZINC;

EID: 79957684263     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2011.04.018     Document Type: Article
Times cited : (47)

References (190)
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    • Recently Santi et al. described an elegant synthesis of stable PhSeZnX (X=Cl or Br) species prepared from PhSeX and Zn, which act as nucleophiles toward a series of electrophiles. However, we reasoned that for our purposes use of diselenides and elemental zinc would be more attractive since we would be able to prepare in situ a wide range of selenium species that act exactly in the same way as those mentioned above
    • Recently Santi et al. described an elegant synthesis of stable PhSeZnX (X=Cl or Br) species prepared from PhSeX and Zn, which act as nucleophiles toward a series of electrophiles. However, we reasoned that for our purposes use of diselenides and elemental zinc would be more attractive since we would be able to prepare in situ a wide range of selenium species that act exactly in the same way as those mentioned above.
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    • For selected examples see
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    • 13C NMR spectral data of the compounds are identical to those previously reported
    • 13C NMR spectral data of the compounds are identical to those previously reported.
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    • For the synthesis of selenocysteine and their analogues
    • For the synthesis of selenocysteine and their analogues, see:
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    • 13C NMR spectral data of the compounds are identical to those reported
    • 13C NMR spectral data of the compounds are identical to those reported.
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    • 6 is diluted in ethanol, filtered through a Celite pad, and then subjected to the vacuum for 1 h. For the following run the recovered ionic liquid was used after addition of 1 equiv of Zn (33 mg, 0.5 mmol), diphenyl diselenide/disulfide (0.5 mmol) and 15 μL of HCl 1N and organic halide (1 mmol) followed by the procedure described above
    • 6 is diluted in ethanol, filtered through a Celite pad, and then subjected to the vacuum for 1 h. For the following run the recovered ionic liquid was used after addition of 1 equiv of Zn (33 mg, 0.5 mmol), diphenyl diselenide/disulfide (0.5 mmol) and 15 μL of HCl 1N and organic halide (1 mmol) followed by the procedure described above.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.