通过顺序硼化、1,2-迁移以及用过氧单磺酸钾氧化实现末端炔烃的1,1-氧羰基化反应
1,1-Oxycarbonation of Terminal Alkynes via Sequential Borylation, 1,2-Migration, and Oxidation with Oxone.
作者信息
Zhang Guan, Feng Bofan, Wang Yutong, Chen Jinglong, Ma Xingxing, Song Qiuling
机构信息
Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University, Fuzhou, Fujian 350108, China.
College of Materials Science and Engineering, Fuzhou University, Fuzhou, Fujian 350108, China.
出版信息
Org Lett. 2024 Apr 19;26(15):3109-3113. doi: 10.1021/acs.orglett.4c00738. Epub 2024 Mar 29.
Alkynes are readily available and multifunctional synthetic intermediates, but their 1,1-oxofunctionalization remains challenging. Herein, we report a 1,1-oxycarbonation of terminal alkynes to construct ketones through sequential borylation, 1,2-carbon migration, and oxidation with Oxone as the proton source and oxidant. The synthetic potential of this transformation is showcased by the broad functional groups, scale-up synthesis, and diverse product transformations.
炔烃是 readily available 且多功能的合成中间体，但其 1,1-氧官能化仍然具有挑战性。在此，我们报道了一种末端炔烃的 1,1-氧羰基化反应，通过依次硼化、1,2-碳迁移以及以过氧单硫酸钾作为质子源和氧化剂进行氧化来构建酮类化合物。这种转化的合成潜力通过广泛的官能团、放大合成以及多样的产物转化得以展现。
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