碘催化乙烯基叠氮与芳基亚磺酸钠反应合成β-磺酰基烯胺  

Synthesis ofβ-Sulfonyl Enamines via Iodine-Catalyzed Reaction between Vinyl Azides and Sodium Arylsulfinates

作　　者：刘锐凯 许峥 宁志涛 杜正银[1] Liu Ruikai;Xu Zheng;Ning Zhitao;Du Zhengyin(College of Chemistry and Chemical Engineering,Northwest Normal University,Lanzhou 730070)

机构地区：[1]西北师范大学化学化工学院,兰州730070

出　　处：《有机化学》2022年第1期200-207,共8页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21262028,21762039);甘肃省自然科学基金(No.20JR5RA521)资助项目。

摘　　要：发展了一种使用廉价碘单质作为催化剂,乙烯基叠氮作为自由基受体,芳基亚磺酸钠作为自由基源,合成Z型结构的N-未保护的β-磺酰基烯胺类化合物的方法.该反应中乙醇作为溶剂,双三氟甲烷磺酰亚胺(Tf_(2)NH)作为添加剂,在40℃下反应4~6 h,可以以优良的产率得到β-磺酰基烯胺类化合物.该方法无需使用金属催化剂,具有条件简单、反应时间短、底物适用范围广等优点.The present protocol provides the facile and highly efficient synthesis of various Z-structure N-unprotectedβ-sulfonyl enamine compounds in a manner by using inexpensive molecular iodine as catalyst,vinyl azides as free radical acceptor,and sodium arylsulfinates as free radical sources.In this reaction,ethanol was used as solvent and bistrifluoromethanesulfonimide(Tf_(2)NH)was used as additive.The reaction was carried out at 40℃for 4~6 h to obtainβ-sulfonyl enamine compounds with good yields.The method does not need to use metal catalyst,and has the advantages of simple conditions,short reaction time and wide substrate application range.

关 键 词：碘催化 乙烯基叠氮 自由基加成 磺酰基烯胺 

分 类 号：O622.6[理学—有机化学]