Kardile Rahul Dadabhau, Liu Rai-Shung
Frontier Research Center of Matter Science and Technology, Department of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan, ROC.
Org Lett. 2020 Nov 6;22(21):8229-8233. doi: 10.1021/acs.orglett.0c02765. Epub 2020 Oct 12.
Gold-catalyzed synthesis of nonsymmetrical heteroaryl-substituted triarylmethanes using 2-(1-alkynyl)-2-alken-1-ones and vinyldiazo ketones is described. In this catalytic sequence, vinyldiazo ketones attack gold-containing 3-furylbenzyl cations to form the observed C(1)-addition products. We also note that vinyldiazo ketones can be thermally cyclized to yield pyrazole derivatives, which can react with 3-furylbenzyl cations to afford pyrazole-containing triarylmethanes, corresponding to a N(5)-addition path.
描述了使用2-(1-炔基)-2-烯-1-酮和乙烯基重氮酮通过金催化合成非对称杂芳基取代的三芳基甲烷。在这个催化过程中,乙烯基重氮酮进攻含金的3-呋喃基苄基阳离子以形成观察到的C(1)-加成产物。我们还注意到乙烯基重氮酮可以热环化生成吡唑衍生物,其可与3-呋喃基苄基阳离子反应得到含吡唑的三芳基甲烷,这对应于N(5)-加成路径。