Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing, China.
University of Chinese Academy of Sciences, Beijing, China.
Curr Protoc. 2022 Jun;2(6):e432. doi: 10.1002/cpz1.432.
The photoredox synthesis of C-5 (hetero)arylated uracil and uridine substrates with the corresponding diazonium salts is described. The coupling proceeds efficiently without protection of the hydroxyls at the ribose or pre-functionalization of the C5 position at the nucleobase. No transition-metal catalyst is used in this transformation, thereby avoiding metal contamination in the final products. The use of water as the medium also eliminates the impurities caused by the use of organic solvents. © 2022 Wiley Periodicals LLC. Basic Protocol 1: Synthesis of 5-aryl and 5-heteroaryl uracil derivatives Basic Protocol 2: Synthesis of 5-aryl uridine and deoxyuridine uridine derivatives.
描述了用光氧化还原合成 C-5(杂)芳基尿嘧啶和尿苷底物与相应的重氮盐。该偶联反应在无需保护核糖上的羟基或预先官能化碱基上的 C5 位置的情况下高效进行。此转化不使用过渡金属催化剂,从而避免了最终产物中的金属污染。使用水作为介质也消除了使用有机溶剂所带来的杂质。© 2022 年 Wiley 期刊 LLC. 基本方案 1:5-芳基和 5-杂芳基尿嘧啶衍生物的合成 基本方案 2:5-芳基尿苷和脱氧尿苷尿苷衍生物的合成。