通过光氧化还原介导的氢原子转化催化实现 DNA 编码的 CH 功能化。
DNA-encoded CH functionality via photoredox-mediated hydrogen atom transformation catalysis.
机构信息
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 501 Haike Road, Zhang Jiang Hi-Tech Park, Pudong, Shanghai 201203, China.
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 501 Haike Road, Zhang Jiang Hi-Tech Park, Pudong, Shanghai 201203, China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China.
出版信息
Bioorg Med Chem. 2021 Jul 15;42:116234. doi: 10.1016/j.bmc.2021.116234. Epub 2021 May 28.
We described a mode of catalytic activation that accomplished the α-alkylation of N-Boc saturated heterocycles with DNA-linked acrylamide via photoredox-mediated hydrogen atom transfer (HAT) catalysis. This C(sp3)-C(sp3) bond formation reaction tolerated five-, six- and seven-membered cyclic substrates, substantially streamline synthetic efforts to functionalize the α-position of heterocycles with native CH functional handle. This photoredox catalyzed CH functionalization proceeded in mild DNA-compatible condition, and suited for the construction of DNA-encoded libraries.
我们描述了一种催化激活模式，通过光氧化还原介导的氢原子转移（HAT）催化作用，用 DNA 连接的丙烯酰胺实现了 N-Boc 饱和杂环的α-烷基化。这种 C(sp3)-C(sp3) 键形成反应可以容忍五、六元和七元环的环状底物，大大简化了用天然 CH 官能团构建杂环α位的合成工作。这种光氧化还原催化的 CH 官能化在温和的 DNA 相容条件下进行，适合构建 DNA 编码文库。
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