Xiong Wei, Zhang Shengjun, Li Huijun, Zhang Zhifeng, Xu Tongyu
Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, 1 Xuefu Road, Xi'an 710127, P. R. China.
State Energy Key Lab of Clean Coal Grading Conversion Modern Chemical Technology Department, Shaanxi Key Laboratory of Low Rank Coal Pyrolysis, Shaanxi Coal and Chemical Technology Institute Co., Ltd., 2 Jinye Road, Xi'an 710065, P. R. China.
J Org Chem. 2020 Jul 17;85(14):8773-8779. doi: 10.1021/acs.joc.0c00243. Epub 2020 Jun 28.
An efficient route for formal [3 + 2] cycloaddition of vinylethylene carbonates with isothiocyanates was developed for the synthesis of 1,3-oxazolidine-2-thione derivatives. The zwitterionic π-allyl palladium intermediates formed in situ by decarboxylation of VECs acted as the three-membered synthons. In this transformation, the C-N bond formation was selectively realized over the C-S bond formation.
开发了一种用于碳酸乙烯基亚乙酯与异硫氰酸酯进行形式上的[3 + 2]环加成反应的有效路线，以合成1,3-恶唑烷-2-硫酮衍生物。碳酸乙烯基亚乙酯脱羧原位形成的两性离子π-烯丙基钯中间体作为三元合成子。在该转化过程中，选择性地实现了C-N键的形成而非C-S键的形成。
