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
收稿日期: 2021-04-27
修回日期: 2021-06-07
网络出版日期: 2021-06-29
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
Received date: 2021-04-27
Revised date: 2021-06-07
Online published: 2021-06-29
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)
发展了一种非金属催化下高效构筑多取代苯的新方法. 以10 mol%的Cs2CO3为催化剂, 一系列α-氰基-β-甲基烯基(杂)芳基酮可在极其温和的反应条件下与丁炔二酸酯发生[4+2]环加成/脱水芳构化苯增环反应, 以62%~94%的收率生成1,2-二酯基-3-(杂)芳基-4-氰基苯衍生物.
安逸 , 张放 , 蔡志华 , 杜广芬 . 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[J]. 有机化学, 2021 , 41(9) : 3625 -3632 . DOI: 10.6023/cjoc202104056
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-β-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.
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