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Benzotriazole-mediated conversions of aromatic and heteroaromatic aldehydes to functionalized ketones

AR Katritzky, H Lang, Z Wang, Z Zhang…

文献索引:Katritzky, Alan R.; Lang, Hengyuan; Wang, Zuoquan; Zhang, Zhongxing; Song, Huimin Journal of Organic Chemistry, 1995 , vol. 60, # 23 p. 7619 - 7624

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被引用次数: 56

摘要

Aromatic and heteroaromatic aldehydes reacted with benzotriazole and triethyl orthoformate in THF to give the corresponding a-(benzotriazol-1-y1) aryl ethyl ethers 7 in good yield. The novel acyl anion precursors 7 underwent smooth lithiation at the methine group followed by trapping with alkyl halides, aldehydes, ketones, and imines to yield the expected substituted intermediates of type 9, which were hydrolyzed under mild conditions without isolation. ...