镍催化的烯烃连接的肟酯和二硫化物的对映选择性还原环化-硫醇化反应
Nickel-Catalyzed Enantioselective Reductive -Cyclization-Thiolation Reaction of Alkene-Tethered Oxime Esters and Disulfides.
作者信息
Yao Qi-Wei, Yin Kai, Huang Yi-Yang, Nie Jun-Peng, Pang Xiaobo, Shu Xing-Zhong
机构信息
State Key Laboratory of Applied Organic Chemistry (SKLAOC), College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, China.
出版信息
Org Lett. 2024 Sep 27. doi: 10.1021/acs.orglett.4c03273.
Asymmetric aza-Heck cyclization and coupling reactions offer efficient access to enantioenriched -heterocycles, yet the current studies focus primarily on sequential C-N and C-C bond formation. Herein, we report an enantioselective reductive aza-Heck cyclization followed by a C-S coupling sequence, ultimately yielding sulfide-containing enantioenriched pyrrolines. The reaction is conducted under mild conditions and tolerates broad functionalities including alkynes, phenols, anilines, amides, nitriles, and bromides.
不对称氮杂-Heck环化和偶联反应为对映体富集的含氮杂环化合物提供了有效合成途径，但目前的研究主要集中在依次形成C-N键和C-C键。在此，我们报道了一种对映选择性还原氮杂-Heck环化反应，随后进行C-S偶联反应序列，最终得到含硫化物的对映体富集的吡咯啉。该反应在温和条件下进行，能兼容包括炔烃、酚类、苯胺、酰胺、腈类和溴化物在内的多种官能团。
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