PIFA/TEMPO‐Mediated Oxidative Cascade Cyclization of α‐‐Alkylamides: Access to Polysubstituted 3,7‐Dihydrooxazolopyridine‐2,4,6(5H)‐triones

A novel oxidative cascade cyclization of α‐[(β‐amino)propenoyl]‐alkylamides mediated by phenyl iodine (III) bis(trifluoroacetate) (PIFA) and 2,2,6,6‐tetramethyl piperidin‐1‐oxyl (TEMPO) has been described. This unprecedented transformation features mild reaction conditions, simple execution, high ch...

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Veröffentlicht in:Advanced synthesis & catalysis 2019-09, Vol.361 (18), p.4324-4333
Hauptverfasser: Yuan, Jingwen, Deng, Bicheng, Liang, Yongjiu, Rao, Chitturi Bhujanga, Zhang, Rui, Zhao, Yanning, Dong, Dewen
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Sprache:eng
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Zusammenfassung:A novel oxidative cascade cyclization of α‐[(β‐amino)propenoyl]‐alkylamides mediated by phenyl iodine (III) bis(trifluoroacetate) (PIFA) and 2,2,6,6‐tetramethyl piperidin‐1‐oxyl (TEMPO) has been described. This unprecedented transformation features mild reaction conditions, simple execution, high chemo‐ and regio‐selectivity, and thereby provides a facile and efficient protocol for the synthesis of polysubstituted 3,7‐dihydro‐ oxazolo[4,5‐c]pyridine‐2,4,6‐(5 H)‐triones.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201900741