Ban Yong-Liang, You Long, Feng Kai-Wen, Ma Fei-Cen, Jin Xiao-Ling, Liu Qiang
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, People's Republic of China.
J Org Chem. 2021 Apr 2;86(7):5274-5283. doi: 10.1021/acs.joc.1c00167. Epub 2021 Mar 12.
We describe a mild and broadly applicable protocol for the preparation of a diverse array of multisubstituted α-selenoenals and -enones from readily accessible propargylic alcohols and diselenides. The transformation proceeds via the Selectfluor-promoted selenirenium pathway, which enables selenenylation/rearrangement of a variety of propargylic alcohols. Gram-scale experiments showed the potential of this synergistic protocol for practical application.
我们描述了一种温和且广泛适用的方法，可从易于获得的炔丙醇和二硒化物制备多种多取代的α-硒代烯醛和烯酮。该转化通过Selectfluor促进的硒鎓离子途径进行，该途径能够实现多种炔丙醇的硒化/重排。克级实验表明了这种协同方法在实际应用中的潜力。
