Shannxi Key Laboratory of Phytochemistry, College of Chemistry and Chemical Engineering, Baoji University of Arts and Sciences, Baoji 721013, China.
Gansu University Key Laboratory for Molecular Medicine & Chinese Medicine Prevention and Treatment of Major Diseases, Gansu University of Chinese Medicine, Lanzhou 730000, China.
J Org Chem. 2021 Jun 4;86(11):7347-7358. doi: 10.1021/acs.joc.1c00224. Epub 2021 May 25.
A metal-free intramolecular [3+2] cycloaddtion has been achieved by treating benzene-linked propynol-ynes with AcOH/HO in a one-pot manner. The reaction provides greener, 100% atom-economic, highly regioselective, and more practical access to functionalized naphtho[1,2-]furan-5-ones with valuable and versatile applications. The regioselective α-deuteration of naphtho[1,2-]furan-5-ones has been also presented with excellent deuterium incorporation and chemical yields. Moreover, the fluorescent properties of naphtho[1,2-]furan-5-one products have been investigated in solution.
通过将苯连接的丙炔醇与 AcOH/HO 在一锅法中处理，实现了无金属的分子内[3+2]环加成。该反应提供了更绿色、100%原子经济性、高区域选择性和更实用的方法，可获得具有有价值和多功能应用的官能化萘并[1,2-f]呋喃-5-酮。还提出了萘并[1,2-f]呋喃-5-酮的区域选择性α-氘化，具有优异的氘掺入和化学产率。此外，还研究了萘并[1,2-f]呋喃-5-酮产物在溶液中的荧光性质。
