Guangdong Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China.
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences of, Guangxi Normal University, Guilin, 541004, China.
Angew Chem Int Ed Engl. 2019 Sep 23;58(39):13784-13788. doi: 10.1002/anie.201907349. Epub 2019 Aug 21.
The ring-opening reactions of N-methyliminodiacetyl (MIDA) α-chloroepoxyboronates with different nucleophiles allow the modular synthesis of a diverse array of organoboronates. These include seven types of α-functionalized acylboronates and seven types of borylated heteroarenes, some of which are difficult-to-access products using alternative methods. The common synthons, α-chloroepoxyboronates, could be viably synthesized by a two-step procedure from the corresponding alkenyl MIDA boronates. Mild reaction conditions, good functional-group tolerance, and generally good efficiency were observed. The utility of the products was also demonstrated.
N-甲基亚氨二乙酸（MIDA）α-氯代环氧硼酸盐与不同亲核试剂的开环反应允许对各种有机硼酸盐进行模块化合成。这些包括七种类型的α-功能化的酰基硼酸盐和七种类型的硼化杂芳烃，其中一些使用替代方法是难以获得的产物。常见的前体α-氯代环氧硼酸盐可以通过两步法从相应的烯基 MIDA 硼酸盐有效地合成。反应条件温和，官能团耐受性好，一般效率高。还证明了产物的实用性。
