Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (3): 854-862.DOI: 10.6023/cjoc202109014 Previous Articles     Next Articles



张瑞芹a, 马仁超b, 傅琴姣b, 陈静a,*(), 马永敏a,b,*()   

  1. a 浙江中医药大学药学院 杭州 310053
    b 台州学院高等研究院 浙江台州 318000
  • 收稿日期:2021-09-07 修回日期:2021-10-14 发布日期:2021-11-03
  • 通讯作者: 陈静, 马永敏
  • 作者简介:
    † 共同第一作者
  • 基金资助:

I2/PhNO2 Mediated Synthesis of Quinazolin-4(3H)-ones by C(CO)—C Bond Oxidative Cleavage of Acetophenones and Amination with 2-Aminobenzamides

Ruiqin Zhanga, Renchao Mab, Qinjiao Fub, Jing Chena(), Yongmin Maa,b()   

  1. a School of Pharmaceutical Science, Zhejiang Chinese Medical University, Hangzhou 310053
    b School of Advanced Study, Taizhou University, Taizhou, Zhejiang 318000
  • Received:2021-09-07 Revised:2021-10-14 Published:2021-11-03
  • Contact: Jing Chen, Yongmin Ma
  • About author:
    † These authors contributed equally to this work.
  • Supported by:
    Zhejiang Provincial Natural Science Foundation of China(LY19H300001)

A simple and efficient protocol for the synthesis of quinazolin-4(3H)-ones from acetophenones and 2-aminobenz- amides mediated by I2/PhNO2 has been achieved. The reaction probably involves two C—N bond formations between acetophenones and 2-aminobenzamides followed by C(CO)—C bond oxidative cleavage of acetophenones. Alternatively, a one-pot tandem reaction mediated by I2/PhNO2 and CuBr/K2CO3 was performed for the synthesis of quinazolin-4(3H)-ones.

Key words: C(CO)—C cleavage, quinazolinone, iodine, annulation, oxidation