Wang Xiaohong, You Fengzhi, Xiong Baojian, Chen Lei, Zhang Xuemei, Lian Zhong
Department of Dermatology, State Key Laboratory of Biotherapy and Cancer Center, National Clinical Research Center for Geriatrics, West China Hospital, West China School of Pharmacy, Sichuan University Chengdu 610041 China
RSC Adv. 2022 Jun 6;12(26):16745-16750. doi: 10.1039/d2ra03034a. eCollection 2022 Jun 1.
A metal- and base-free 5--trig sulfonylative cyclization between 1,5-dienes, aryldiazonium salts and SO (from SOgen) is presented. This method could successfully produce sulfonylated pyrrolin-2-ones in one pot with excellent regioselectivity and good-to-excellent yields. This strategy features mild reaction conditions and broad substrate scope. Moreover, a scale-up reaction and three synthetic applications demonstrate the practicality of this method. Lastly, control experiments indicate that the 5--trig sulfonylative cyclization may proceed in a radical pathway.
本文报道了一种在1,5-二烯、芳基重氮盐和来自SO源的SO之间进行的无金属和碱的5-三官能团磺酰化环化反应。该方法能够在一锅反应中成功地以优异的区域选择性和良好至优异的产率制备磺酰化的吡咯啉-2-酮。该策略具有反应条件温和、底物范围广的特点。此外，放大反应和三个合成应用证明了该方法的实用性。最后，对照实验表明5-三官能团磺酰化环化可能通过自由基途径进行。
