Song Xian-Rong, Qiu Yi-Feng, Song Bo, Hao Xin-Hua, Han Ya-Ping, Gao Pin, Liu Xue-Yuan, Liang Yong-Min
State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou 730000, P.R. China.
J Org Chem. 2015 Feb 20;80(4):2263-71. doi: 10.1021/jo502761x. Epub 2015 Feb 4.
A novel BF3·Et2O-promoted tandem reaction of easily prepared 2-propynolphenols/anilines and trimethylsilyl azide is developed to give C2-alkenylated benzoxazoles and benzimidazoles in moderate to good yields. Most reactions could be accomplished in 30 min at room temperature. This tandem process involves a Csp-Csp2 bond cleavage and a C-N bond formation. Moreover, both tertiary and secondary propargylic alcohols with diverse functional groups were tolerated under the mild conditions.
开发了一种新型的由三氟化硼·乙醚促进的、易于制备的2-丙炔醇酚/苯胺与叠氮三甲基硅烷的串联反应，以中等至良好的产率得到C2-烯基化苯并恶唑和苯并咪唑。大多数反应可在室温下30分钟内完成。该串联过程涉及Csp-Csp2键的断裂和C-N键的形成。此外，在温和条件下，具有不同官能团的叔和仲炔丙醇均能适用。
