Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (9): 3625-3632.DOI: 10.6023/cjoc202104056 Previous Articles     Next Articles

ARTICLES

碱催化α-氰基-β-甲基烯基(杂)芳基酮苯增环反应合成多取代苯

安逸, 张放, 蔡志华, 杜广芬*()   

  1. 石河子大学化工学院 新疆兵团化工绿色过程重点实验室 新疆石河子 832000
  • 收稿日期:2021-04-27 修回日期:2021-06-07 发布日期:2021-06-29
  • 通讯作者: 杜广芬
  • 基金资助:
    国家自然科学基金(21662029); 兵团优秀青年教师(2017CB001); 兵团优秀青年教师(CZ027203); 石河子大学国际合作(GJHZ201801)

Direct Assembly of Polysubstituted Benzenes via Base-Catalyzed Benzannulation Reaction of α-Cyano-β-methylalkenyl-(hetero)aryl Ketones

Yi An, Fang Zhang, Zhihua Cai, Guangfen Du()   

  1. Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, School of Chemistry and Chemical Engineering, Shihezi University, Shihezi, Xinjiang 832000
  • Received:2021-04-27 Revised:2021-06-07 Published:2021-06-29
  • Contact: Guangfen Du
  • Supported by:
    National Natural Science Foundation of China(21662029); Excellent Young Teachers Plan of Bingtuan(2017CB001); Excellent Young Teachers Plan of Bingtuan(CZ027203); International Cooperation Project of Shihezi University(GJHZ201801)

A mild and transition-metal free method for rapid construction of benzene frameworks has been developed. Under the catalysis of 10 mol% Cs2CO3, a variety of α-cyano-methylalkenyl(hetero)aryl ketones undergo [4+2] annulation with different dialkyl butynedioates efficiently to produce 1,2-diesteryl-3-(hetero)aryl-4-cyanobenzene derivatives in 62%~94% yields.

Key words: α-cyano-methylalkenyl(hetero)aryl ketones, dialkyl butynedioates, [4+2] annulation, 1,2-diesteryl-3-(hetero)- aryl-4-cyanobenzene derivatives