钯催化氮杂芳烃或亚胺中 C=N 键的羰基化双官能化反应合成喹唑啉酮。
Palladium-Catalyzed Carbonylative Difunctionalization of C=N Bond of Azaarenes or Imines to Quinazolinones.
机构信息
Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, Center for Excellence in Molecular Synthesis, Chinese Academy of Sciences, University of Science and Technology of China, Hefei, 230026, P. R. China.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, 730000, P. R. China.
出版信息
Chem Asian J. 2020 Jun 2;15(11):1678-1682. doi: 10.1002/asia.202000359. Epub 2020 Apr 21.
Supporting information for this article is given via a link at the end of the document. By intercepting the acylpalladium species with C=N bond of azaarenes or imines other than free amines or alcohols, the difunctionalization of C=N bond was established via palladium-catalyzed carbonylation/nucleophilic addition sequence. This method is compatible with a diverse range of azaarenes and imines and allows for the efficient synthesis of a wide range of quinazolinones and derivatives. The synthetic utility has been demonstrated by one-step synthesis of evodiamine and its analogue with inexpensive starting materials.
本文的支持信息可通过文末的链接获取。通过将酰基钯物种与非游离胺或醇的氮杂芳烃或亚胺的 C=N 键截获，建立了通过钯催化的羰基化/亲核加成序列对 C=N 键的双官能化。该方法与多种氮杂芳烃和亚胺兼容，并能够有效地合成广泛的喹唑啉酮及其衍生物。通过使用廉价的起始原料一步合成吴茱萸碱及其类似物，证明了该合成方法的实用性。
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