Zhu Huilong, Xing Junhao, Wu Changhui, Wang Chenhong, Yao Weijun, Dou Xiaowei
Department of Chemistry, School of Science, China Pharmaceutical University, Nanjing, Jiangsu 211198, China.
Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, China.
Org Lett. 2022 Jul 15;24(27):4896-4901. doi: 10.1021/acs.orglett.2c01718. Epub 2022 Jun 30.
The pyridylation of alkynes with pyridylboronic acids is realized under rhodium catalysis. Chemodivergent pyridylation products, including alkenylpyridines produced via the hydropyridylation pathway and cyclopenta[]pyridines produced via the pyridylation/cyclization pathway, were selectively produced by fine-tuning the reaction conditions. A mechanistic study revealed that 1,4-rhodium migration to the pyridine ring was involved as the key step in the chemodivergent synthesis.
在铑催化下实现了炔烃与吡啶基硼酸的吡啶化反应。通过微调反应条件,可选择性地生成化学发散性吡啶化产物,包括通过氢吡啶化途径生成的烯基吡啶和通过吡啶化/环化途径生成的环戊并[ ]吡啶。机理研究表明,1,4-铑迁移至吡啶环是化学发散性合成中的关键步骤。