构建拥挤酮：取代的 Hantzsch 酯和腈作为光氧化还原催化中的烷基化试剂。
Building Congested Ketone: Substituted Hantzsch Ester and Nitrile as Alkylation Reagents in Photoredox Catalysis.
机构信息
Institute of Chemistry and Biomedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing, China.
Key Laboratory of Mesoscopic Chemistry of MOE, Collaborative Innovation Center of Chemistry for Life Sciences, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing, China.
出版信息
J Am Chem Soc. 2016 Sep 28;138(38):12312-5. doi: 10.1021/jacs.6b06379. Epub 2016 Sep 14.
For the first time, 4-alkyl Hantzsch esters were used to construct molecules with all-carbon quaternary centers by visible light-induced photoredox catalysis via transfer alkylation. Up to a 1500 h(-1) turnover frequency was achieved in this reaction. Reactions of 4-alkyl Hantzsch nitriles as tertiary radical donors joined two contiguous all-carbon quaternary centers intermolecularly, and this chemistry was used to synthesize a common precursor of a class of hydroxysteroid dehydrogenase inhibitors.
首次通过可见光诱导光氧化还原催化的转移烷基化反应，使用 4-烷基 Hantzsch 酯构建了具有全碳季碳原子的分子。在该反应中，达到了高达 1500 h(-1)的周转频率。作为叔自由基供体的 4-烷基 Hantzsch 腈的反应可使两个连续的全碳季碳原子在分子间发生反应，这种化学方法用于合成一类羟甾体脱氢酶抑制剂的常见前体。
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