Zhang Rongli, Xia Yanping, Yan Yuchen, Ouyang Lu
Xuzhou Medical University, Tongshan Road 209, Xuzhou, 221004, China.
School of Pharmaceutical Sciences, Gannan Medical University, Ganzhou, 341000, China.
BMC Chem. 2022 Mar 18;16(1):14. doi: 10.1186/s13065-022-00803-3.
A simple, practical, and high chemo-selective method for the synthesis of propargyl alcohol and allenyl alcohols via Cu-catalyzed, Mn-mediated propargylation and allenylation of aldehydes with propargyl bromides has been established. When 3-bromo-1-propyne was conducted under the standard condition, the aldehydes were transformed to the corresponding propargylation products completely, while when 1-bromo-2-pentyne was used, allenic alcohol was the only product. Variety of homopropargyl alcohols and allenyl alcohols were obtained in high yields and the reaction is compatible with broad substrate scopes. In addition, the large-scale reaction could also be proceeded smoothly indicating the potential synthetic applications of this transformation.
已建立一种简单、实用且具有高化学选择性的方法，通过铜催化、锰介导的醛与炔丙基溴的炔丙基化和烯丙基化反应来合成炔丙醇和烯丙醇。在标准条件下使用3-溴-1-丙炔时，醛完全转化为相应的炔丙基化产物，而使用1-溴-2-戊炔时，烯丙醇是唯一产物。以高产率获得了多种高炔丙醇和烯丙醇，该反应与广泛的底物范围兼容。此外，大规模反应也能顺利进行，表明这种转化具有潜在的合成应用价值。
