Lo Pui Kin Tony, Oliver Gwyndaf A, Willis Michael C
Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA, United Kingdom.
J Org Chem. 2020 May 1;85(9):5753-5760. doi: 10.1021/acs.joc.0c00334. Epub 2020 Apr 14.
We report the synthesis of sulfinamides using organometallic reagents, a sulfur dioxide reagent, and nitrogen based-nucleophiles. The addition of an organometallic reagent to the commercially available sulfur dioxide surrogate, DABSO, generates a metal sulfinate which is reacted with thionyl chloride to form a sulfinyl chloride intermediate. Trapping the sulfinyl chlorides in situ with a variety of nitrogen nucleophiles delivers sulfinamides in 32-83% yields. Each stage of the process is performed at room temperature, and the total reaction time is only 1.5 h.
我们报道了使用有机金属试剂、二氧化硫试剂和氮基亲核试剂合成亚磺酰胺的方法。向市售的二氧化硫替代物DABSO中加入有机金属试剂，生成金属亚磺酸盐，其与亚硫酰氯反应形成亚磺酰氯中间体。用各种氮亲核试剂原位捕获亚磺酰氯，可得到产率为32 - 83%的亚磺酰胺。该过程的每个阶段均在室温下进行，总反应时间仅为1.5小时。
