Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, P. R. China.
Center for Excellence in Molecular Synthesis of CAS, Hefei, 230026, P. R. China.
J Am Chem Soc. 2020 Oct 28;142(43):18341-18345. doi: 10.1021/jacs.0c10615. Epub 2020 Oct 19.
The ring-closing reactions based on chemical bond metathesis enable the efficient construction of a wide variety of cyclic systems which receive broad interest from medicinal and organic communities. However, the analogous reaction with C-N bond metathesis as a strategic fundamental step remains an unanswered challenge. Herein, we report the design of a new fundamental metallic C-N bond metathesis reaction that enables the palladium-catalyzed ring-closing reaction of aminodienes with aminals. The reactions proceed efficiently under mild conditions and exhibit broad substrate generality and functional group compatibility, leading to a wide variety of 5- to 16-membered -heterocycles bearing diverse frameworks and functional groups.
基于化学键复分解的环化反应能够高效构建各种环状系统，受到医药和有机化学领域的广泛关注。然而，类似的 C-N 键复分解反应作为一种策略性的基本步骤仍然是一个未解决的挑战。在此，我们设计了一种新的基本金属 C-N 键复分解反应，实现了钯催化的含氨基二烯与亚胺的环化反应。该反应在温和条件下高效进行，具有广泛的底物通用性和官能团兼容性，生成了具有各种骨架和官能团的 5-16 元 -杂环化合物。
