pH-Mediated Selective Synthesis of N‑Allylic Alkylation or N‑Alkylation Amines with Allylic Alcohols via an Iridium Catalyst in Water
Amination of allylic alcohols is an effective approach in the facile synthesis of N-allylic alkylation or N-alkylation amines. Recently, a series of catalysts were devised to push forward this transformation. However, current synthetic methods are typically limited to achieve either N-allylic alkyla...
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Veröffentlicht in: | Journal of organic chemistry 2021-11, Vol.86 (21), p.15509-15521 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Amination of allylic alcohols is an effective approach in the facile synthesis of N-allylic alkylation or N-alkylation amines. Recently, a series of catalysts were devised to push forward this transformation. However, current synthetic methods are typically limited to achieve either N-allylic alkylation or N-alkylation products via a certain catalyst. In this article, a pH-mediated selective synthesis of N-allylic alkylation or N-alkylation amines with allylic alcohols via an iridium catalyst with water as the environmental benign solvent is revealed, enabling the miscellaneous synthesis of N-allylic alkylation and N-alkylation products in outstanding yields. Furthermore, a gram-scale experiment with low catalyst loading offers the potential to access a distinct entry for the synthesis of the antifungal drug naftifine. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.1c01930 |