通过光化学或热化学实现2-吲唑骨架的无金属合成
Metal-Free Synthesis of 2-Indazole Skeletons by Photochemistry or Thermochemistry.
作者信息
Zhang Gan, Zhang Yicheng, Li Pinhua, Zhou Chao, Wang Min, Wang Lei
机构信息
Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education and Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.
Advanced Research Institute and School of Pharmaceutical Sciences, Taizhou University, Taizhou, Zhejiang 318000, P. R. China.
出版信息
J Org Chem. 2023 Sep 1;88(17):12341-12356. doi: 10.1021/acs.joc.3c01091. Epub 2023 Aug 15.
A simple and tuned synthesis of a 2-indazole skeleton under metal-free conditions was developed. Under visible-light irradiation at room temperature, 2-((aryl/alkyl/H)ethynyl))aryltriazenes reacted with arylsulfinic acids to afford 3-functionalized -indazoles without extra photocatalyst via an electron donor-acceptor complex. In the presence of arylsulfinic acid, 2-(ethynyl)aryltriazenes underwent an intramolecular oxidation/cyclization to provide 2-indazole-3-carbaldehydes at 50 °C in air.
开发了一种在无金属条件下简单且经过优化的2-吲唑骨架合成方法。在室温可见光照射下，2-((芳基/烷基/H)乙炔基)芳基三氮烯与芳基亚磺酸反应，通过电子供体-受体络合物得到3-官能化吲唑，无需额外的光催化剂。在芳基亚磺酸存在下，2-(乙炔基)芳基三氮烯在空气中于50℃进行分子内氧化/环化反应，生成2-吲唑-3-甲醛。
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