Chemistry Heterocyclic Building Blocks Oxazolines
Oxazolines have garnered significant attention for their potential applications, including their use as ligands in asymmetric catalysis, as well as protective groups for carboxylic acids. Moreover, their utilization as monomers for polymer production is on the rise.
There are two known isomers of oxazoline, which differ in the position of the double bond. Oxazolines are unsaturated versions of oxazolidines, and they share isomeric properties with isoxazolines, where the direct bonding occurs between N and O atoms.
Some 2-oxazolines, such as 2-ethyl-2-oxazoline, undergo living cationic ring-opening polymerisation to form poly(2-oxazoline)s. These are polyamides and can be regarded as analogues of peptides; they have numerous potential applications and have received particular attention for their biomedical uses.
There are three possible structural isomers of oxazoline, depending on the placement of the double bond. However, only 2-oxazolines are prevalent. Although 4-oxazolines are formed as intermediates during the manufacturing of specific azomethine ylides, they are generally infrequent. As for 3-oxazolines, they are even rarer, but they have been synthesized via photochemical methods and by the ring opening of azirines.
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(4S,4'S)-2,2'-(2-(4-(tert-Butyl)phenyl)ethane-1,1-diyl)bis(4-(tert-butyl)-4,5-dihydrooxazole)
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(R)-4-(tert-Butyl)-2-(5-fluoropyridin-2-yl)-4,5-dihydrooxazole
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(R)-2-(Isoquinolin-1-yl)-4-phenyl-4,5-dihydrooxazole
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(R)-4-Isopropyl-2-(2-(methylthio)phenyl)-4,5-dihydrooxazole
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2,6-Bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine
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4-(2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)propan-2-yl)phenethyl 4-methylbenzenesulfonate
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1,3-Bis((S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl)benzene
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4,5-Dihydrooxazol-2-amine hydrochloride
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Ethyl 2-oxo-2,3-dihydrooxazole-5-carboxylate
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5-Methyl-3,4-diphenyl-4,5-dihydroisoxazol-5-ol
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2-(2-Methoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole
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2-(3,4-Dimethoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole