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PIFA/TEMPO‐Mediated Oxidative Cascade Cyclization of α ‐[( β ‐Amino)propenoyl]‐Alkylamides: Access to Polysubstituted 3,7‐Dihydrooxazolo[4,5‐ c ]pyridine‐2,4,6(5 H )‐triones
Author(s) -
Yuan Jingwen,
Deng Bicheng,
Liang Yongjiu,
Rao Chitturi Bhujanga,
Zhang Rui,
Zhao Yanning,
Dong Dewen
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900741
Subject(s) - chemistry , pyridine , oxidative phosphorylation , combinatorial chemistry , cascade , iodine , selectivity , oxidative cleavage , stereochemistry , medicinal chemistry , organic chemistry , catalysis , biochemistry , chromatography
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.