Dawande Sudam Ganpat, Lad Bapurao Sudam, Prajapati Sunitkumar, Katukojvala Sreenivas
Department of Chemistry, Indian Institute of Science Education & Research, Bhopal, Madhya Pradesh 462066, India.
Org Biomol Chem. 2016 Jun 28;14(24):5569-73. doi: 10.1039/c6ob00360e. Epub 2016 Mar 11.
A novel rhodium catalyzed pyridannulation of 3-substituted indoles with diazoenals furnished privileged pyrido[1,2-a]indoles. The reaction is proposed to involve a [4 + 2]-annulation of the diacceptor rhodium enalcarbenoid via C-2 functionalization of the indole. The utility of the methodology was demonstrated with a short synthesis of the tetrahydropyrido[1,2-a]indole core, present in a large number of biologically important polycyclic indole alkaloids.
一种新型的铑催化3-取代吲哚与重氮烯醛的吡啶并环化反应生成了具有特殊结构的吡啶并[1,2-a]吲哚。该反应被认为涉及通过吲哚的C-2官能化实现二受体铑烯丙基卡宾的[4 + 2]环化反应。通过对大量具有重要生物学意义的多环吲哚生物碱中存在的四氢吡啶并[1,2-a]吲哚核心进行简短合成，证明了该方法的实用性。
