Shirsath Sachin R, Ghotekar Ganesh S, Bahadur Vir, Gonnade Rajesh G, Muthukrishnan M
Division of Organic Chemistry, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
J Org Chem. 2020 Dec 4;85(23):15038-15050. doi: 10.1021/acs.joc.0c01922. Epub 2020 Oct 29.
A silver-catalyzed cycloisomerization/1,6-conjugate addition of homopropargyl sulfonamides to -quinone methides to access diverse diarylmethine substituted dihydropyrroles has been disclosed. The reaction pathway involves an intramolecular cascade cyclization of homopropargyl sulfonamides to generate a highly reactive dihydropyrrole intermediate in situ followed by conjugate addition with -quinone methides. This method provides an efficient and scalable route for the synthesis of 3-diarylmethine substituted dihydropyrroles, in one pot.
已公开了一种银催化的高炔丙基磺酰胺与醌甲基化物的环异构化/1,6-共轭加成反应,用于合成多种二芳基甲基取代的二氢吡咯。反应途径涉及高炔丙基磺酰胺的分子内级联环化,原位生成高活性的二氢吡咯中间体,随后与醌甲基化物进行共轭加成。该方法为一锅法合成3-二芳基甲基取代的二氢吡咯提供了一条高效且可扩展的路线。