PEG400-enhanced synthesis of gem-dichloroaziridines and gem-dichlorocyclopropanes via in situ generated dichlorocarbene
作者:Qing-Wen Song、Bing Yu、An-Hua Liu、Ying He、Zhen-Zhen Yang、Zhen-Feng Diao、Qing-Chuan Song、Xue-Dong Li、Liang-Nian He
DOI:10.1039/c3ra43307b
日期:——
efficient phase transfer catalyst for the cycloaddition reaction of imines with dichlorocarbene, which is generated in situ from chloroform and sodium hydroxide, to give gem-dichloroaziridines in moderate to excellent yields at ambient temperature. This protocol is also extended to the synthesis of cyclopropanes from a variety of alkenes. In this study, PEG400 behaves as a phase transfer reagent thanks to
PEG 400用作亚胺与二氯卡宾的环加成反应的有效相转移催化剂,该反应是由亚胺从原位生成的氯仿 和 氢氧化钠在室温下以中等至极好的收率得到宝石-二氯氮丙啶。该方案还扩展到由多种烯烃合成环丙烷的过程。在这项研究中,由于PEG 400具有与碱金属阳离子配位的能力,因此它可以作为相转移试剂。值得注意的是,一锅法合成的宝石-二氯氮丙啶苯甲醛芳香胺也已成功进行。该原位生成的酸,从CO衍生的2和高氧2也可有效地应用于促进酰胺合成经由所述宝石-dichloroaziridine通路。还简要说明了宝石-二氯环丙烷作为平台化学品的应用,以通过开环反应得到2-苯基丙烯醛衍生物。