A method for the synthesis of substituted quinolines via electrophilic cyclization of 1-azido-2-(2-propynyl)benzene.
作者： Zhibao Huo , Ilya D. Gridnev , Yoshinori Yamamoto
DOI: 10.1021/JO902603V
关键词: Chemistry 、 Intramolecular reaction 、 Electrophile 、 Reagent 、 Medicinal chemistry 、 Benzene 、 Chemical synthesis 、 N-Bromosuccinimide 、 Organic chemistry 、 Propynyl 、 Electrophilic addition
摘要: A new and efficient strategy for the synthesis of substituted quinolines via electrophilic cyclization is developed. The intramolecular 1-azido-2-(2-propynyl)benzene 1 proceeds smoothly in presence reagents (I2, Br2, ICl, NBS, NIS, HNTf2) CH3NO2 at room temperature or catalytic amounts AuCl3/AgNTf2 THF 100 °C to afford corresponding 2 good high yields. In case reagents, E either I, Br, H, depending on reagent type, while H catalyst.
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