膦催化二炔酮和烯丙醇的串联反应合成 3-烯丙基-4-吡喃酮。
Phosphine-Catalyzed Synthesis of 3-Allyl-4-pyrones by the Tandem Reaction of Diynones and Allylic Alcohols.
机构信息
Institute of Functional Organic Molecular Engineering, Henan Engineering Laboratory of Flame-Retardant and Functional Materials, College of Chemistry and Chemical Engineering, Henan University, Kaifeng, 475004, China.
出版信息
J Org Chem. 2021 Nov 5;86(21):14476-14484. doi: 10.1021/acs.joc.1c01340. Epub 2021 Oct 18.
A simple and effective tandem reaction of diynones and allylic alcohols was developed to afford functionalized 3-allyl-4-pyrones in moderate to excellent yields. This protocol underwent a Michael addition─Claisen rearrangement─O-cyclization process, which exhibited broad substrate tolerance, high regioselectivity, and atom economy under a metal-free condition. Moreover, functional transformation of the products was also further studied.
开发了一种简单有效的二炔酮和烯丙醇串联反应，以中等至优异的产率得到官能化的 3-烯丙基-4-吡喃酮。该方案经历了迈克尔加成-克莱森重排-O-环化过程，在无金属条件下表现出广泛的底物耐受性、高区域选择性和原子经济性。此外，还进一步研究了产物的功能转化。
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