Bania Nimisha, Mondal Buddhadeb, Ghosh Sounak, Pan Subhas Chandra
Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India.
J Org Chem. 2021 Mar 5;86(5):4304-4312. doi: 10.1021/acs.joc.0c02871. Epub 2021 Feb 17.
Herein, we employ unsaturated pyrazolones in the Rauhut-Currier reaction for the first time. A domino Rauhut-Currier cyclization reaction has been developed between unsaturated pyrazolones and nitro-olefins. The trisubstituted tetrahydropyrano[2,3-]pyrazoles were obtained in moderate to high yields with excellent diastereoselectivities. A few applications including a synthesis of disubstituted tetrahydropyrano[2,3-]pyrazole have been demonstrated. A preliminary catalytic asymmetric version of this process was also studied with chiral DMAP catalysts.
在此,我们首次将不饱和吡唑啉酮用于劳乌特-库里尔反应。已开发出一种不饱和吡唑啉酮与硝基烯烃之间的多米诺劳乌特-库里尔环化反应。以中等至高产率获得了具有优异非对映选择性的三取代四氢吡喃并[2,3 - ]吡唑。已展示了一些应用,包括二取代四氢吡喃并[2,3 - ]吡唑的合成。还使用手性DMAP催化剂对该过程的初步催化不对称版本进行了研究。