Base‐Catalyzed Decarboxylative Amination of In‐Situ Generated Ortho‐Quinone Methides: Synthesis of Benzyl Amines

In this paper, a direct access to benzylic amines from in‐situ generated ortho‐quinone methides (o‐QMs) and isocyanate/isothiocyanate via decarboxylation is described. This base‐catalyzed methodology has high functional group tolerance and shows a wide range of substrate scopes, where H2O as a nucle...

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Veröffentlicht in:Asian journal of organic chemistry 2024-10, Vol.13 (10), p.n/a
Hauptverfasser: Ranjan Sahoo, Sushree, Subba, Parbat, Singh, Vinod K.
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Sprache:eng
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Zusammenfassung:In this paper, a direct access to benzylic amines from in‐situ generated ortho‐quinone methides (o‐QMs) and isocyanate/isothiocyanate via decarboxylation is described. This base‐catalyzed methodology has high functional group tolerance and shows a wide range of substrate scopes, where H2O as a nucleophile for isocyanate/isothiocyanate for product formation. The products are insensitive to air and moisture, which makes this synthetic strategy more efficient for the construction of various benzyl amine derivatives. A straight forward synthesis of benzyl amines from in‐situ generated ortho‐quinone methides and isocyanates/isothiocyanates is presented through base‐catalyzed decarboxylative amination. Moreover, in the process, the products are converted into different fused heterocyclic systems.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.202400380