Copper-Catalyzed Three-Component Synthesis of 3‑Aminopyrazoles and 4‑Iminopyrimidines via β‑Alkynyl‑N‑sulfonyl Ketenimine Intermediates
3-Aminopyrazoles and 4-iminopyrimidines were efficiently prepared via copper-catalyzed three-component reactions of butadiynes, sulfonylazides, and hydrazides or imidamides. The reactions were regioselectively approached via the formation of a β-alkynyl-N-sulfonyl ketenimine intermediate which repre...
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Veröffentlicht in: | Organic letters 2014-09, Vol.16 (18), p.4814-4817 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | 3-Aminopyrazoles and 4-iminopyrimidines were efficiently prepared via copper-catalyzed three-component reactions of butadiynes, sulfonylazides, and hydrazides or imidamides. The reactions were regioselectively approached via the formation of a β-alkynyl-N-sulfonyl ketenimine intermediate which represented a new and effective 1,3-dielectrophilic equivalent in organic synthesis. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/ol502302w |