Construction of Octahydro‐4H‐cyclopentapyridin‐6‐one Skeletons using Pot, Atom, and Step Economy (PASE) Synthesis

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[c...

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Bibliographic Details
Published in:Chemistry : a European journal 2023-08, Vol.29 (47)
Main Authors: Silver, Raju, Ghosh, Palash, Nayani, Kiranmai, Jupally Prashanth, Balasubramanian Sridhar, Mainkar, Prathama S, Chandrasekhar, Srivari
Format: Article
Language:English
Subjects:
Chemical synthesis
Chemistry
Cycloaddition
Online Access:Get full text
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Summary: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.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.202301058