Phosphoric Acid-Catalysed Double/Triple Pictet-Spengler Annulation/Oxidative Aromatization for Construction of C2- and C3-Symmetrical Quinazolinones

doi:10.6023/cjoc202508003

Chinese Journal of Organic Chemistry

ARTICLE

膦酸催化的双/三次Pictet-Spengler缩合/氧化芳构化构建C2-和C3-对称的喹啉酮

黄泽宁, 左凯丞, 胡涛, 张澄阳, 张金龙^*, 蒋高喜^*

苏州科技大学材料科学与工程学院苏州 215009

收稿日期:2025-10-14 修回日期:2025-10-29

Phosphoric Acid-Catalysed Double/Triple Pictet-Spengler Annulation/Oxidative Aromatization for Construction of C₂- and C₃-Symmetrical Quinazolinones

Zening Huang, Kaicheng Zuo, Tao Hu, Chengyang Zhang, Jinlong Zhang^*, Gaoxi jiang^*

School of Materials Science and Engineering, Suzhou University of Science and Technology, Suzhou, Jiangsu 215009

Received:2025-10-14 Revised:2025-10-29
Contact: *E-mail: zhjl3172@usts.edu.cn; gxjiang@usts.edu.cn
Supported by:
Suzhou University of Science and Technology is gratefully acknowledged.

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Abstract

A practical phosphoric acid-catalysed double/triple Pictet-Spengler annulation/oxidative aromatization has been developed to synthesize a series of C₂- and C₃-symmetrical quinazolinones from 2-aminobenzamides and aldehydes. The products can be easily transformed into various valuable aromatic diamines and triamines with different substitute side chains in gram-scale, which might be potential for exploration of new functional materials.

Key words: Phosphoric Acid-Catalysis, Pictet-Spengler Annulation, C2/C3-Symmetry, Quinazolinone

Cite this article

Zening Huang, Kaicheng Zuo, Tao Hu, Chengyang Zhang, Jinlong Zhang, Gaoxi jiang. Phosphoric Acid-Catalysed Double/Triple Pictet-Spengler Annulation/Oxidative Aromatization for Construction of C₂- and C₃-Symmetrical Quinazolinones[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202508003.

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膦酸催化的双/三次Pictet-Spengler缩合/氧化芳构化构建C2-和C3-对称的喹啉酮

Phosphoric Acid-Catalysed Double/Triple Pictet-Spengler Annulation/Oxidative Aromatization for Construction of C₂- and C₃-Symmetrical Quinazolinones

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