Ruthenium-catalysed C–H/C–N bond activation: facile access to isoindolinones

Literature Information

Publication Date 2020-12-21
DOI 10.1039/D0QO01406K
Impact Factor 5.281
Authors

Xiao-Qiang Hu, Ye-Xing Hou, Zi-Kui Liu, Yang Gao


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Abstract

A facile ruthenium-catalysed C–H/C–N bond activation and the subsequent annulation of readily available benzoic acids with in situ generated formaldimines are reported. The choice of solvent and base is critical for this reaction. This protocol allows the efficient synthesis of a wide range of biologically important isoindolinones in useful to excellent yields without the use of any external oxidants. The late-stage modification of bioactive acids such as adapalene, bexarotene and flufenamic acid demonstrated the synthetic utility of this methodology.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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