A method for the synthesis of substituted quinolines via electrophilic cyclization of 1-azido-2-(2-propynyl)benzene

Zhibao Huo, Ilya D. Gridnev, Yoshinori Yamamoto

研究成果: Article査読

126 被引用数 (Scopus)

抄録

(Chemical Equation Presented) A new and efficient strategy for the synthesis of substituted quinolines via electrophilic cyclization is developed. The intramolecular cyclization of 1-azido-2-(2-propynyl)benzene 1 proceeds smoothly in the presence of electrophilic reagents (I2, Br 2 , ICl, NBS, NIS, and HNTf2) in CH3NO 2 at room temperature or in the presence of catalytic amounts of AuCl3/AgNTf2 in THF at 100 °C to afford the corresponding quinolines 2 in good to high yields. In the case of the electrophilic reagents, E of 2 is either I, Br, orH, depending on the reagent type, while E of 2 is H in the case of the electrophilic catalyst.

本文言語English
ページ(範囲)1266-1270
ページ数5
ジャーナルJournal of Organic Chemistry
75
4
DOI
出版ステータスPublished - 2010 2 19
外部発表はい

ASJC Scopus subject areas

  • Organic Chemistry

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