Gold-catalyzed substitution reaction with ortho-alkynylbenzoic acid alkyl ester as an efficient alkylating agent

Haruo Aikawa, Sakie Tago, Kazuteru Umetsu, Naomichi Haginiwa, Naoki Asao

    研究成果: Article査読

    44 被引用数 (Scopus)

    抄録

    ortho-Alkynylbenzoic acid alkyl esters behave as alkylating agents in combination with gold catalysts. The reaction with alcohols occurs smoothly in the presence of catalytic amounts of Ph3PAuCl and AgOTf under mild conditions to produce the corresponding ether products in high yields. The protocol is also useful for Friedel-Crafts alkylation and N-alkylation of sulfonamides. The reaction likely proceeds through the gold-induced in situ construction of leaving groups and subsequent nucleophilic attack of nucleophiles, such as alcohols, aromatic compounds, and sulfonamides.

    本文言語English
    ページ(範囲)1774-1784
    ページ数11
    ジャーナルTetrahedron
    65
    9
    DOI
    出版ステータスPublished - 2009 2 28

    ASJC Scopus subject areas

    • 生化学
    • 創薬
    • 有機化学

    フィンガープリント

    「Gold-catalyzed substitution reaction with ortho-alkynylbenzoic acid alkyl ester as an efficient alkylating agent」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

    引用スタイル