Acridine photocatalysis enables tricomponent direct decarboxylative amine construction.

Autor:	Sui X; Department of Chemistry, The University of Texas at San Antonio One UTSA Circle San Antonio TX 78249 USA oleg.larionov@utsa.edu., Dang HT; Department of Chemistry, The University of Texas at San Antonio One UTSA Circle San Antonio TX 78249 USA oleg.larionov@utsa.edu., Porey A; Department of Chemistry, The University of Texas at San Antonio One UTSA Circle San Antonio TX 78249 USA oleg.larionov@utsa.edu., Trevino R; Department of Chemistry, The University of Texas at San Antonio One UTSA Circle San Antonio TX 78249 USA oleg.larionov@utsa.edu., Das A; Department of Chemistry, The University of Texas at San Antonio One UTSA Circle San Antonio TX 78249 USA oleg.larionov@utsa.edu., Fremin SO; Department of Chemistry, The University of Texas at San Antonio One UTSA Circle San Antonio TX 78249 USA oleg.larionov@utsa.edu., Hughes WB; Department of Chemistry, The University of Texas at San Antonio One UTSA Circle San Antonio TX 78249 USA oleg.larionov@utsa.edu., Thompson WT; Department of Chemistry, The University of Texas at San Antonio One UTSA Circle San Antonio TX 78249 USA oleg.larionov@utsa.edu., Dhakal SK; Department of Chemistry, The University of Texas at San Antonio One UTSA Circle San Antonio TX 78249 USA oleg.larionov@utsa.edu., Arman HD; Department of Chemistry, The University of Texas at San Antonio One UTSA Circle San Antonio TX 78249 USA oleg.larionov@utsa.edu., Larionov OV; Department of Chemistry, The University of Texas at San Antonio One UTSA Circle San Antonio TX 78249 USA oleg.larionov@utsa.edu.
Jazyk:	angličtina
Zdroj:	Chemical science [Chem Sci] 2024 May 22; Vol. 15 (25), pp. 9582-9590. Date of Electronic Publication: 2024 May 22 (Print Publication: 2024).
DOI:	10.1039/d4sc02356k
Abstrakt:	Amines are centrally important motifs in medicinal chemistry and biochemistry, and indispensable intermediates and linchpins in organic synthesis. Despite their cross-disciplinary prominence, synthetic access to amine continues to rely on two-electron approaches based on reductions and additions of organometallic reagents, limiting their accessible chemical space and necessitating stepwise preassembly of synthetic precursors. We report herein a homogeneous photocatalytic tricomponent decarboxylative radical-mediated amine construction that enables modular access to α-branched secondary amines directly from the broad and structurally diverse chemical space of carboxylic acids in a tricomponent reaction with aldehydes and aromatic amines. Our studies reveal the key role of acridine photocatalysis acting in concert with copper and Brønsted acid catalytic processes in facilitating the previously inaccessible homogeneous photocatalytic reaction and provide a streamlined segue to a wide range of amines and nonproteinogenic α-amino acids. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.)
Databáze:	MEDLINE
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