Raju Silver, Ghosh Palash, Nayani Kiranmai, Prashanth Jupally, Sridhar Balasubramanian, Mainkar Prathama S, Chandrasekhar Srivari
Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad, 500007, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India.
Chemistry. 2023 Aug 21;29(47):e202301058. doi: 10.1002/chem.202301058. Epub 2023 Jul 28.
Cascade aza-Piancatelli reaction and [3+3]/[4+2] cycloaddition reactions are carried out using the ideality principles of pot, atom, and step economy (PASE) synthesis. The reaction resulted in generation of octahydro-4H-cyclopenta[b]pyridin-6-one scaffolds. Moreover, octahydro-5,7a-epoxycyclopenta[cd]isoindol-4-one frameworks of gracilamine alkaloid and a novel decahydro-1H-dicyclopenta[cd,hi]isoindol-6-one were also realized in good yields with excellent regio- and diastereo-selectivities.
利用锅、原子和步骤经济性(PASE)合成的理想原则进行串联氮杂-皮安卡特利反应和[3+3]/[4+2]环加成反应。该反应生成了八氢-4H-环戊并[b]吡啶-6-酮骨架。此外,还以良好的产率、优异的区域和非对映选择性实现了格拉西拉明生物碱的八氢-5,7a-环氧环戊并[cd]异吲哚-4-酮骨架以及一种新型的十氢-1H-二环戊并[cd,hi]异吲哚-6-酮。