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DOI: 10.1055/s-0034-1378804
Diversity in Synthesis of N-Heterocycles from Simple Propargylic Alcohols
Publication History
Received: 23 March 2015
Accepted after revision: 15 June 2015
Publication Date:
01 September 2015 (online)
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Abstract
In this account, we summarize our recent work on the preparation of various N-heterocycles, starting from propargylic alcohols. Our aim was to develop versatile and selective one-pot procedures that would permit the synthesis of large collections of heterocycles, such as di- or tri-substituted isoxazolines and isoxazoles, cis-aziridines, and pyrimidines, by fine changes in the reaction conditions. When needed, mechanistic studies have been performed by combining experimental work with density functional theory calculations.
1 Introduction
2 Synthesis of Disubstituted Isoxazolines
3 Synthesis of Disubstituted Isoxazoles
4 Synthesis of cis-Acylaziridines
5 Trisubstituted Isoxazolines and Isoxazoles
6 β-Enaminones and Pyrimidines
7 Conclusion
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For the later use of biprotected hydrazines in these reactions, see: