Unexpected Bronsted Acid-Catalyzed Domino Reaction of 3-Hydroxyisoindolin-1-ones and N-tert-Butyl Hydrazones for the Synthesis of 3-(Hydrazono)isoindolin-1-ones

作者：Chen, Hui-Xuan; Li, Yongsu; He, Xuefeng; Zhang, Yaqi; He, Wenhuan; Liang, Hao; Zhang, Yuyang; Jiang, Xiaoding; Chen, Xiangmeng; Cao, Rihui; Liu, Gao-Feng; Qiu, Liqin^*

来源：European Journal of Organic Chemistry, 2018, 2018(47): 6733-6737.

DOI：10.1002/ejoc.201801293

• Homogeneous catalysis
• Organocatalysis
• Aza-Mannich reaction
• Domino reactions
• Isoindolinones

A Bronsted acid-catalyzed aza-Mannich reaction between 3-hydroxyisoindolin-1-ones and N-tert-butyl hydrazones was developed. Under the catalysis of the racemic phosphoric acid or trifluoroacetic acid and mild reaction conditions, this domino reaction allows for efficient synthesis of 3-(hydrazono)isoindolin-1-one derivatives in excellent yields with high chemoselectivities. The E-configuration of the hydrazone products was determined by X-ray single-crystal diffraction of 5w.

• 出版日期2018-12-19
• 单位中山大学