Wang Zheng-Jun, Zheng Shuai, Matsui Jennifer K, Lu Zhipeng, Molander Gary A
Roy and Diana Vagelos Laboratories , Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , USA . Email:
State Key Laboratory of Chemo/Biosensing and Chemometrics , College of Chemistry and Chemical Engineering , Hunan University , Changsha 41000 , China.
Chem Sci. 2019 Mar 14;10(16):4389-4393. doi: 10.1039/c9sc00776h. eCollection 2019 Apr 28.
Minisci-type alkylation of electron-deficient heteroarenes has been a pivotal technique for medicinal chemists in the synthesis of drug-like molecules. However, such transformations usually require harsh conditions (, strong acids, stoichiometric amount of oxidants, elevated temperatures, ). Herein, by utilizing photoredox catalysis, a highly-selective alkylation method using heteroaryl sulfones has been developed that can be carried out under acid-free and redox-neutral conditions. Because of these mild conditions, challenging yet privileged structures, such as monosaccharides and unprotected secondary amines, can be installed.
缺电子杂芳烃的Minisci型烷基化反应一直是药物化学家合成类药物分子的关键技术。然而，此类转化通常需要苛刻的条件（如强酸、化学计量的氧化剂、高温）。在此，通过利用光氧化还原催化，开发了一种使用杂芳基砜的高选择性烷基化方法，该方法可在无酸和氧化还原中性条件下进行。由于这些温和的条件，可以引入具有挑战性但又很特殊的结构，如单糖和未保护的仲胺。
