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A Catalyst Free One‐Pot Synthesis of Coumarin Functionalized Bis‐oxazines in Ethanol at Room Temperature
Author(s) -
Bartwal Gaurav,
Khurana Jitender M.
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201902196
Subject(s) - oxazines , coumarin , chemistry , catalysis , combinatorial chemistry , ethanol , formaldehyde , domino , organic chemistry
Coumarin scaffolds exhibit diversified biological responses such as anticancer, anti‐Alzheimer, anticogulants, antituberculosis, antioxidants, anti‐inflammatory etc. 1,3‐Oxazines also possess wide range of pharmacological activities. Therefore, incorporation of these two privileged scaffolds in a single entity using efficient green methodologies would be of great importance.Herein, we report a facile, efficient and catalyst free synthesis of coumarin functionalized bis‐oxazines via one‐pot condensation of 5,7‐dihydroxy‐4‐methyl‐2 H ‐chromen‐2‐one, substituted aromatic amines and formaldehyde in ethanol at room temperature. This domino reaction provides rapid access to pharmacologically relevant molecular hybrids in short reaction time. This protocol offers advantages of mild reaction conditions, operational simplicity, avoidance of column chromatography, inexpensive starting reactants and ease of product separation.