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Copper‐Mediated Intramolecular Oxidative α‐Functionalization of Ugi Precursor: An Efficient Synthesis of Highly Functionalized 2H‐Benzo[e][1,3]oxazin‐4(3H)‐one Derivatives
Author(s) -
Singh Deepti,
Pandey Shashi,
Chouhan Pradeep Singh,
Kant Ruchir,
Chauhan Prem M. S.
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202001165
Subject(s) - intramolecular force , regioselectivity , chemistry , adduct , surface modification , combinatorial chemistry , ugi reaction , oxidative phosphorylation , functional group , stereochemistry , medicinal chemistry , isocyanide , organic chemistry , biochemistry , catalysis , polymer
A novel and efficient procedure for the synthesis of highly substituted 2H‐benzo[e][1,3]oxazin‐4(3H)‐one is reported. The strategy utilizes Ugi four‐component reaction (Ugi‐4CR) methodology to afford Ugi adduct having free hydroxyl (‐OH) functional group followed by Cu/base mediated regioselective intramolecular dehydrogenative (sp 3 ) C−O bond coupling. The prepared scaffolds are found in a number of pharmaceutically relevant scaffolds such as DRF‐2519 and CX‐614 which is potential in discovery of treatment for Parkinson's disease and Alzheimer's disease respectively.