刘建辉

个人信息Personal Information

副教授

博士生导师

硕士生导师

性别:男

毕业院校:香港中文大学

学位:博士

所在单位:化工学院

学科:有机化学

办公地点:大连理工大学西校区,E-308

电子邮箱:liujh@dlut.edu.cn

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Base-Controlled Regiodivergent Azidation of Trifluoromethyl Alkenyl Triflates: Transition-Metal-Free Access to CF3-Containing Allyl Azides and Alkenyl Azides.

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论文类型:期刊论文

发表时间:2018-02-08

发表刊物:The Journal of organic chemistry

收录刊物:SCIE、EI、PubMed、Scopus

卷号:83

期号:5

页面范围:2858-2868

ISSN号:1520-6904

摘要:A base-controlled regiodivergent azidation of trifluoromethyl alkenyl triflates providing either (E)-3-azido-1-aryl-4,4,4-trifluorobut-1-ene (CF3-containing allyl azides) or (Z)-1-azido-1-aryl-4,4,4-trifluorobut-1-ene (CF3-containing alkenyl azides) is described. Catalyzed by Et3N, the azidation of trifluoromethyl alkenyl triflates with TMSN3 gave CF3-containing allyl azides. On the other hand, using stoichiometric DBU, the regioisomeric azidation products, CF3-containing alkenyl azides, were obtained in good yield. A further transformation for CF3-containing amines, triazoles, and azirines highlights the practical applicability of this transition-metal-free protocol.