Silver(I)-mediated regioselective oxidative cross-coupling of phenol and aniline derivatives resulting in 2′-aminobiphenyl-2-ols

doi:10.1016/J.TETLET.2016.02.111

Paper

Silver(I)-mediated regioselective oxidative cross-coupling of phenol and aniline derivatives resulting in 2′-aminobiphenyl-2-ols

Published Apr 6, 2016 · Sololiya C. Berkessa, Zachary J.F. Clarke, J. Fotie

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Abstract

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Study Snapshot

Silver(I)-mediated regioselective oxidative cross-coupling of phenol and aniline derivatives effectively creates 2′-aminobiphenyl-2-ols, expanding this reaction to simple phenol derivatives.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Silver(I)-mediated regioselective oxidative cross-coupling of phenol and aniline derivatives resulting in 2′-aminobiphenyl-2-ols

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References

Citations

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Catalytic Oxidative Coupling of Phenols and Related Compounds.

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Compounds 11 and 13 show potential as cost-effective therapies for cutaneous melanoma and non-melanoma skin cancers by inducing apoptosis and reducing colony formation.

Mechanistic Insights into the FeCl3-Catalyzed Oxidative Cross-Coupling of Phenols with 2-Aminonaphthalenes

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This study demonstrates a cascade benzannulation and C-N bond cleavage sequence for the synthesis of N-substituted 2-amino-2'-hydroxy-1,1'-biaryls under transition-metal-free conditions.

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Rhodium and Brnsted acid catalyzed reactions can synthesize multi-substituted anilines by cleavage, modification, and selective reassembly of reactive fragments.

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Aerobic catalyzed cross-coupling of N,N-dialkyl anilines and aminonaphthalenes with phenols and naphthols provides high selectivity and a mechanism for the reaction has been identified.

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This electrochemical protocol efficiently synthesizes unsymmetrical biaryls in good to excellent yields under mild conditions, with excellent selectivity and wide substrate scope.