電極酸化反応によるケイ素の脱離を伴わないアリールシラン類のシアノ化反応 Anodic Cyanation of Arylsilanes without Elimination of Silyl Groups

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Abstract

The electrochemical oxidation of ortho- and meta-anisylsilanes in the presence of sodium cyanide facilitated the direct cyanation of the aromatic ring through the exchange of a hydrogen atom and a cyano group to give cyanoanisylsilanes without elimination of the silyl group. The anodic cyanation of anisylsilanes in methanol and electrophilic reactions of the obtained cyanoanisylsilanes largely depended on the substituted position of the silyl group on the aromatic ring and on the bulkiness of the alkyl group on the silicon atom.

Journal

  • Electrochemistry

    Electrochemistry 81(5), 394-398, 2013-05-05

    The Electrochemical Society of Japan

References:  25

  • <no title>

    SUSUKI T.

    Bull. Chem. Soc. Jpn. 41, 2663, 1968

    Cited by (1)

  • <no title>

    YOSHIDA K.

    J. Chem. Soc. D 711, 1970

    Cited by (1)

  • <no title>

    PONSOLD K.

    Ger. Pat (East) 133, 149, 1978

    Cited by (1)

  • <no title>

    PONSOLD K.

    Tetrahedron Lett. 20, 4465, 1979

    Cited by (1)

  • <no title>

    YOSHIDA K.

    J. Am. Chem. Soc. 101, 4268, 1979

    Cited by (1)

  • <no title>

    YOSHIDA K.

    Bull. Chem. Soc. Jpn. 42, 2411, 1969

    Cited by (1)

  • <no title>

    YOSHIDA K.

    J. Org. Chem. 36, 3673, 1971

    Cited by (1)

  • <no title>

    WHITAKER K. E.

    J. Org. Chem. 35, 30, 1970

    Cited by (1)

  • <no title>

    ANDREADES S.

    J. Am. Chem. Soc. 91, 4181, 1969

    Cited by (1)

  • <no title>

    WEINBERG N. L.

    J. Am. Chem. Soc. 97, 1499, 1975

    Cited by (1)

  • <no title>

    EBERSON L.

    Acta Chem. Scand., Ser. B 31, 813, 1977

    Cited by (1)

  • <no title>

    YOSHIDA K.

    J. Org. Chem. 40, 63, 1975

    Cited by (1)

  • <no title>

    YOSHIDA K.

    J. Chem. Soc., Perkin Trans. 1, 3095, 1993

    Cited by (1)

  • <no title>

    YOSHIDA J.

    Tetrahedron Lett. 28, 211, 1987

    Cited by (1)

  • <no title>

    KOIZUMI T.

    Bull. Chem. Soc. Jpn. 62, 219, 1989

    Cited by (1)

  • <no title>

    WILSON S. R.

    J. Org. Chem. 51, 4833, 1986

    Cited by (1)

  • <no title>

    DEY K.

    Organomet. Chem. Synth. 1, 151, 1971

    Cited by (1)

  • <no title>

    EABORN C.

    J. Chem. Soc., Perkin Trans. 2, 172, 1972

    Cited by (1)

  • <no title>

    HABICH D.

    Synthesis 841, 1979

    Cited by (1)

  • <no title>

    EFFENBERGER F.

    J. Org. Chem. 49, 4687, 1984

    Cited by (1)

  • <no title>

    BERGMANN R.

    J. Med. Chem. 33, 492, 1990

    Cited by (1)

  • <no title>

    BUNCE N. J.

    Can. J. Chem. 67, 220, 1989

    Cited by (1)

  • <no title>

    PERRIN C. L.

    J. Org. Chem. 36, 420, 1971

    Cited by (1)

  • <no title>

    MARCH J.

    Advanced Organic Chemistry, 1985

    Cited by (1)

  • <no title>

    WEINBERG N. L.

    Technique of Electroorganic Synthesis 271, 1974

    Cited by (1)

Codes

  • NII Article ID (NAID)
    10031152011
  • NII NACSIS-CAT ID (NCID)
    AN00151637
  • Text Lang
    ENG
  • Article Type
    ART
  • ISSN
    13443542
  • NDL Article ID
    024456168
  • NDL Call No.
    Z17-14
  • Data Source
    CJP  NDL  J-STAGE 
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