REDUCTION OF π-DEFICIENT HETEROCYCLIC SECONDARY CARBINOLS WITH SODIUM BOROHYDRIDE/TRIFLUOROACETIC ACID
作者:Charles F. Nutaitis、Brett D. Swartz
DOI:10.1080/00304940509354979
日期:2005.10
The reduction of diarylcarbinols with sodium borohydriddtsifluoroacetic acid (TFA), a reaction developed by Gribble and co-workers in 1977, is a convenient method for the preparation of the corresponding diarylmethanes.' In 1991, Nutaitis and co-workers demonstrated that this method was also applicable to the reduction of secondary heterocyclic carbinols substituted with any combination of thiophene
用硼氢化三氟乙酸钠 (TFA) 还原二芳基甲醇是一种由 Gribble 及其同事于 1977 年开发的反应,是制备相应二芳基甲烷的便捷方法。1991 年,Nutaitis 及其同事证明该方法也适用于还原被噻吩、呋喃、苯并噻吩、苯并呋喃和苯环系统的任意组合取代的仲杂环甲醇;1,3-唑、1,3-苯并唑或吡啶基取代基的存在阻止了还原,导致回收起始材料。 2 唑和吡啶基甲醇对还原的抵抗力归因于所需的碳阳离子中间体的缺乏要生成。这些还原的假设机制涉及苄基碳正离子的形成,