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钴催化1,3-烯炔与频哪醇硼烷选择性硼氢化反应合成1,3-二烯基硼酸酯

Cobalt-Catalyzed Selective Hydroboration of 1,3-Enynes with HBpin toward 1,3-Dienylboronate Esters.

作者信息

Jia Yining, Yang Liu, Wang Xueqiang, Yang Wen, Zhao Wanxiang

机构信息

State Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, P. R. China.

出版信息

Org Lett. 2024 Apr 19;26(15):3258-3262. doi: 10.1021/acs.orglett.4c00899. Epub 2024 Apr 3.

Abstract

An efficient cobalt-catalyzed selective hydroboration of 1,3-enynes with HBpin toward 1,3-dienylboronate esters is disclosed. With a commercially available catalytic system of Co(acac) and dppf, the hydroboration reactions proceeded well to afford a wide range of 1,3-dienylborates in moderate to high yields. This protocol features a cheap base-metal catalytic system, broad substrate scope, excellent selectivity, easy gram-scale preparation, and good functional group tolerance and provides access to synthetically valuable 1,3-dienylborates.

摘要

公开了一种有效的钴催化1,3-烯炔与频哪醇硼烷(HBpin)的选择性硼氢化反应,生成1,3-二烯基硼酸酯。使用市售的Co(acac)和双(二苯基膦基)甲烷(dppf)催化体系,硼氢化反应顺利进行,以中等到高的产率得到了多种1,3-二烯基硼酸酯。该方法具有廉价的贱金属催化体系、广泛的底物范围、优异的选择性、易于克级规模制备、良好的官能团耐受性等特点,为合成有价值的1,3-二烯基硼酸酯提供了途径。

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