基于碱促进的α-卤代羟肟酸与二硫化碳的[3 + 2]环加成反应合成多取代的硫代罗丹宁。
Base-Promoted Formal [3 + 2] Cycloaddition of α-Halohydroxamates with Carbon Disulfide to Synthesize Polysubstituted Rhodanines.
机构信息
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.
School of Pharmaceutical Sciences, Capital Medical University, Beijing 100069, People's Republic of China.
出版信息
Org Lett. 2022 Apr 22;24(15):2837-2841. doi: 10.1021/acs.orglett.2c00736. Epub 2022 Apr 8.
A concise and practical strategy via potassium-carbonate-mediated [3 + 2]-cycloaddition reaction of α-halohydroxamates with the common solvent carbon disulfide for the synthesis of functionalized rhodanine derivatives in good to excellent yields is developed. The present methodology features a wide substrate scope as well as good functional group tolerance. The potential synthetic utility of this protocol is demonstrated by synthesis of a series of natural product derivatives containing rhodamine skeletons.
开发了一种通过α-卤代羟肟酸与常用溶剂二硫化碳在碳酸钾介导下的[3+2]-环加成反应，以高产率合成功能化的罗丹宁衍生物的简洁实用策略。该方法具有广泛的底物范围和良好的官能团耐受性。该协议的潜在合成用途通过合成一系列含有罗丹宁骨架的天然产物衍生物得到了证明。
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