Synthesis and Characterization of Two Novel Oxazol-5-ones Derivatives and Their Multifunctional Properties; pH Sensitivity, Electropolymerizability and Antiproliferative Activity

A diastereo-and enantioselective aza-Mannich addition of oxazolones to α-amino sulfones catalyzed by tertiary amine-1phenylethyl thiourea based on cinchona structure has been developed. The reaction afforded the azlactone adducts bearing quaternary and tertiary stereogenic centers with high yields (up to 98 %) and moderate to excellent diastereo-and enantioselectivities (up to > 99 : 1 dr and 96 % ee). The absolute configuration of a product was assigned by X-ray crystal structural analyses and a plausible reaction mechanism was proposed.

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Highly Diastereo‐ and Enantioselective Aza‐Mannich Addition of Oxazolones to N‐Boc Protected α‐Amido Sulfones Catalyzed by Bifunctional Thiourea‐modified Cinchona Alkaloid

Zhang

Lee

Yuan

et al. 2021

ChemistrySelect

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Tuning the Solid Phase Fluorescence Emission from Long Wavelength Visible to Near-Infrared in Oxazol-5-One Derivatives: Structure–Property Relationship, Theoretical and Experimental Studies

et al. 2023

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Synthesis and Spectroscopic Properties of Oxazol-5-one- Substituted Phthalonitrile: A Novel Precursor for the Synthesis of Phthalocyanines

Türksever,

Topkaya

2023

J Fluoresc

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Synthesis and Characterization of Two Novel Oxazol-5-ones Derivatives and Their Multifunctional Properties; pH Sensitivity, Electropolymerizability and Antiproliferative Activity

Cited by 5 publications

References 44 publications

Highly Diastereo‐ and Enantioselective Aza‐Mannich Addition of Oxazolones to N‐Boc Protected α‐Amido Sulfones Catalyzed by Bifunctional Thiourea‐modified Cinchona Alkaloid

Highly Diastereo‐ and Enantioselective Aza‐Mannich Addition of Oxazolones to N‐Boc Protected α‐Amido Sulfones Catalyzed by Bifunctional Thiourea‐modified Cinchona Alkaloid

Tuning the Solid Phase Fluorescence Emission from Long Wavelength Visible to Near-Infrared in Oxazol-5-One Derivatives: Structure–Property Relationship, Theoretical and Experimental Studies

Synthesis and Spectroscopic Properties of Oxazol-5-one- Substituted Phthalonitrile: A Novel Precursor for the Synthesis of Phthalocyanines

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