Base-Mediated Intramolecular Cyclization of α-Nitroethylallenic Esters as a Synthetic Route to 5-Hydroxy-3-Pyrrolin-2-Ones
NK Vaishanv, MK Zaheer, S Kumar… - The Journal of …, 2021 - ACS Publications
NK Vaishanv, MK Zaheer, S Kumar, R Kant, K Mohanan
The Journal of Organic Chemistry, 2021•ACS PublicationsAn unprecedented Cs2CO3-mediated intramolecular cyclization/rearrangement cascade
that transforms α-nitroethylallenic esters to functionalized pyrrolin-2-ones has been
uncovered. This reaction provides a new and practical approach for the synthesis of
medicinally privileged 5-hydroxy-3-pyrrolin-2-ones under mild conditions. The broad
potential of this new method was demonstrated by an efficient Au/Ag-catalyzed
heteroarylation of 5-hydroxy-3-pyrrolin-2-ones employing electron-rich heteroarenes to …
that transforms α-nitroethylallenic esters to functionalized pyrrolin-2-ones has been
uncovered. This reaction provides a new and practical approach for the synthesis of
medicinally privileged 5-hydroxy-3-pyrrolin-2-ones under mild conditions. The broad
potential of this new method was demonstrated by an efficient Au/Ag-catalyzed
heteroarylation of 5-hydroxy-3-pyrrolin-2-ones employing electron-rich heteroarenes to …
An unprecedented Cs2CO3-mediated intramolecular cyclization/rearrangement cascade that transforms α-nitroethylallenic esters to functionalized pyrrolin-2-ones has been uncovered. This reaction provides a new and practical approach for the synthesis of medicinally privileged 5-hydroxy-3-pyrrolin-2-ones under mild conditions. The broad potential of this new method was demonstrated by an efficient Au/Ag-catalyzed heteroarylation of 5-hydroxy-3-pyrrolin-2-ones employing electron-rich heteroarenes to furnish heteroaryl-lactam derivatives.
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