Synergistic Indium and Silver Dual Catalysis: A Regioselective [2 + 2 + 1]-Oxidative N‑Annulation Approach for the Diverse and Polyfunctionalized N‑Arylpyrazoles
Indium(III)/silver(I)-catalyzed [2 + 2 + 1] annulation of arylhydrazine hydrochlorides with β-enamino esters via multicomponent reactions for the construction of diverse and multisubstituted N-arylpyrazoles has been demonstrated. The oxidative cycloaddition proceeds via a cascade triple Michael ad...
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| Published in: | Organic letters Vol. 20; no. 15; pp. 4681 - 4685 |
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| Main Authors: | , |
| Format: | Journal Article |
| Language: | English |
| Published: |
United States
American Chemical Society
03-08-2018
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| Online Access: | Get full text |
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| Summary: | Indium(III)/silver(I)-catalyzed [2 + 2 + 1] annulation of arylhydrazine hydrochlorides with β-enamino esters via multicomponent reactions for the construction of diverse and multisubstituted N-arylpyrazoles has been demonstrated. The oxidative cycloaddition proceeds via a cascade triple Michael addition/elimination/air oxidation. This novel protocol provides a rapid and efficient synthetic route to various 3,4-diester-substituted N-arylpyrazoles. The synthesized compounds are further utilized for various synthetic transformations. |
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| Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| ISSN: | 1523-7060 1523-7052 |
| DOI: | 10.1021/acs.orglett.8b02008 |