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Mechanochemical Assembly of a Nitrile‐Based Directing Group in Arylacetic Acids Using the Passerini 3‐CR: Exploration of the Pd(II)‐Catalyzed meta‐C(sp2)−H Bond Olefination Process
The multicomponent assembly of a nitrile‐based directing group in a set of arylacetic acids under solvent‐free mechanochemical conditions using the Passerini 3‐CR and the subsequent Pd(II)‐mediated meta‐C(sp2)−H bond olefination process has been achieved. The protocol demonstrated that removing the...
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Published in: | European journal of organic chemistry 2024-05, Vol.27 (17), p.n/a |
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Main Authors: | , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites |
Online Access: | Get full text |
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Summary: | The multicomponent assembly of a nitrile‐based directing group in a set of arylacetic acids under solvent‐free mechanochemical conditions using the Passerini 3‐CR and the subsequent Pd(II)‐mediated meta‐C(sp2)−H bond olefination process has been achieved. The protocol demonstrated that removing the DG under mild conditions from the activated Passerini adducts affords a novel N‐(tert‐butyl)‐2‐(2‐cyanophenyl)‐2‐hydroxyacetamide, which can be re‐utilized in the future as DG in other distal activation processes.
A practical solvent‐free mechanochemical protocol for installing a nitrile‐based directing group in arylacetic acids through the Passerini 3‐CR and the subsequent Pd(II)‐mediated meta‐C(sp2)−H olefination process has been developed. |
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ISSN: | 1434-193X 1099-0690 |
DOI: | 10.1002/ejoc.202301320 |