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Volumn 13, Issue 7, 2011, Pages 1840-1843

Mild addition of nucleophiles to pyridine-N-oxides

Author keywords

[No Author keywords available]

Indexed keywords

PYRIDINE 1 OXIDE; PYRIDINE DERIVATIVE; PYRIDINE N-OXIDE;

EID: 79953211134     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol200352g     Document Type: Article
Times cited : (116)

References (35)
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    • 0344887064 scopus 로고
    • Equilibrium acidities discussed in this article are measured in DMSO, as reported by Bordwell. For a review, see
    • Equilibrium acidities discussed in this article are measured in DMSO, as reported by Bordwell. For a review, see: Bordwell, F. G. Acc. Chem. Res. 1988, 21, 456-463
    • (1988) Acc. Chem. Res. , vol.21 , pp. 456-463
    • Bordwell, F.G.1
  • 31
    • 84919924493 scopus 로고
    • For a review on the regioselectivity of nucleophilic addition onto activated pyridines, see:,. Hard-hard/soft-soft interactions during the nucleophilic addition transition state are proposed to influence regioselectivity in additions onto activated pyridines, and may work in concert with the proposed charge interaction
    • For a review on the regioselectivity of nucleophilic addition onto activated pyridines, see: Poddubnyi, I. S. Chem. Heterocycl. Compd. 1995, 31, 682-714. Hard-hard/soft-soft interactions during the nucleophilic addition transition state are proposed to influence regioselectivity in additions onto activated pyridines, and may work in concert with the proposed charge interaction
    • (1995) Chem. Heterocycl. Compd. , vol.31 , pp. 682-714
    • Poddubnyi, I.S.1
  • 32
    • 36849137094 scopus 로고
    • See the Supporting Information section for LUMO density calculations and further explanation.
    • See the Supporting Information section for LUMO density calculations and further explanation. Fukui, K.; Yonezawa, T.; Shingu, H. J. Chem. Phys. 1952, 20, 722-725
    • (1952) J. Chem. Phys. , vol.20 , pp. 722-725
    • Fukui, K.1    Yonezawa, T.2    Shingu, H.3
  • 34
    • 79953176549 scopus 로고    scopus 로고
    • Alternative bases (NaH, NaOtBu) and solvent (THF) were screened. No reaction occurred.
    • Alternative bases (NaH, NaOtBu) and solvent (THF) were screened. No reaction occurred.
  • 35
    • 79953182579 scopus 로고    scopus 로고
    • Thiophenols react with the phosphorus center in 8 directly, cosuming the active species prior to 2-position addition.
    • Thiophenols react with the phosphorus center in 8 directly, cosuming the active species prior to 2-position addition.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.