Sustainable Access to 5‐Amino‐Oxazoles and Thiazoles via Calcium‐Catalyzed Elimination‐Cyclization with Isocyanides

Herein, we report a sustainable, modular, rapid and high‐yielding transformation to afford densely functionalized 5‐aminooxazoles and thiazoles. The reaction is tolerant to a wide range of functional groups and is typically complete in under 30 min. Furthermore, the described transformation is inher...

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Bibliographic Details
Published inChemSusChem Vol. 14; no. 7; pp. 1696 - 1699
Main Authors Basson, Ashley J., McLaughlin, Mark G.
Format Journal Article
LanguageEnglish
Published Germany Wiley Subscription Services, Inc 09.04.2021
John Wiley and Sons Inc
Subjects
calcium catalysis
Communication
Communications
cyclisation
Functional groups
isocyanides
oxazoles
thiazoles
isocyanides
oxazoles
cyclisation
calcium catalysis
thiazoles
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Summary:Herein, we report a sustainable, modular, rapid and high‐yielding transformation to afford densely functionalized 5‐aminooxazoles and thiazoles. The reaction is tolerant to a wide range of functional groups and is typically complete in under 30 min. Furthermore, the described transformation is inherently green in relation to the catalyst and solvent choice as well as producing environmentally benign alcoholic by‐products. The future of Ca: A novel, sustainable, modular and high yielding synthesis of medicinally important scaffolds has been realized. The reaction is tolerant of a range of functional groups and produces environmentally benign alcoholic by‐products. The rapid nature of the reaction, coupled with the modulatory of the methodology, means it should find use in a range of applications.
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ISSN:1864-5631
1864-564X
DOI:10.1002/cssc.202100225