Department of Chemistry, Main Building, Indian Institute of Science Education and Research (IISER)-Pune, Dr. Homi Bhabha Road, Pashan, Pune, 411008, Maharashtra, India.
Org Biomol Chem. 2020 Mar 4;18(9):1794-1799. doi: 10.1039/d0ob00007h.
A tertiary amine catalyzed highly diastereoselective and enantioselective [3 + 2] annulation between Morita-Baylis-Hillman (MBH) carbonates derived from isatin and pyrazolone 4,5-diones has been developed. A series of structurally diverse and multifunctional spirooxindole dihydrofuran fused pyrazolone derivatives with two adjacent quaternary spirocenters has been achieved in excellent yields with good to excellent enantioselectivity. Further synthetic utility of this protocol has been successfully demonstrated by employing the bromo derivative of spirooxindole dihydrofuran fused pyrazolone to Suzuki coupling.
一种叔胺催化的高度非对映选择性和对映选择性的[3+2]环加成反应已经被开发出来，该反应涉及到由靛红和吡唑啉酮 4,5-二酮衍生的Morita-Baylis-Hillman（MBH）碳酸酯。一系列结构多样且多功能的螺[吲哚啉-3,3’-吡咯烷]-2,5’-二氢呋喃并吡唑酮衍生物已经以优异的收率和良好到优异的对映选择性得到了实现。通过使用螺[吲哚啉-3,3’-吡咯烷]-2,5’-二氢呋喃并吡唑酮的溴代衍生物进行Suzuki 偶联，进一步证明了该方案的合成实用性。
