Development of novel transition metal-catalyzed synthetic approaches for the synthesis of a dihydrobenzofuran nucleus: a review

RSC Advances, Journal Year: 2024, Volume and Issue: 14(21), P. 14539 - 14581

Published: Jan. 1, 2024

The synthesis of dihydrobenzofuran scaffolds bears pivotal significance in the field medicinal chemistry and organic synthesis. These heterocyclic hold immense prospects owing to their significant pharmaceutical applications as they are extensively employed essential precursors for constructing complex frameworks. Their versatility importance make them an interesting subject study researchers scientific community. While exploring synthesis, have unveiled various novel efficient pathways assembling core. In wake extensive data being continuously reported each year, we outlined recent updates (post 2020) on methodological accomplishments employing catalytic role several transition metals forge functionalities.

Language: Английский

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Asymmetric Ruthenium‐Catalyzed C−H Activation by a Versatile Chiral‐Amide‐Directing Strategy

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 63(6)

Published: Dec. 16, 2023

Abstract A versatile and readily available chiral amide directing group has been developed for the ruthenium(II)‐catalyzed asymmetric C−H activation. Asymmetric activation of related benzamides with various olefins, aldehydes propargylic alcohols accomplished high stereoselectivities, affording a series products including 3,4‐dihydroisocoumarins (up to 96 % ee), isocoumarins 92 phthalides 99 bicyclo[2.2.1]heptanes (>20 : 1 dr), 4‐alkylidene‐3,4‐dihydroisocoumarins 97 ee) allenes dr). Importantly, our methodologies enabled concise syntheses many biologically active compounds natural (e.g., Montroumarin, Cyclosporone E, Q, Concentricolide, Chuangxinol, Eleutherol).

Language: Английский

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Facile and practical access to chiral benzofused oxa-heterocycles via an asymmetric hydrogenation and intramolecular S_NAr cascade

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 11(4), P. 1118 - 1123

Published: Dec. 15, 2023

Herein, we report a tandem asymmetric hydrogenation and S N Ar reaction, providing valuable six- five-membered chiral benzofused cyclic ethers with high yields enantioselectivities (up to 99% yield up ee).

Language: Английский

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Asymmetric Ruthenium‐Catalyzed C−H Activation by a Versatile Chiral‐Amide‐Directing Strategy

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 136(6)

Published: Dec. 16, 2023

Abstract A versatile and readily available chiral amide directing group has been developed for the ruthenium(II)‐catalyzed asymmetric C−H activation. Asymmetric activation of related benzamides with various olefins, aldehydes propargylic alcohols accomplished high stereoselectivities, affording a series products including 3,4‐dihydroisocoumarins (up to 96 % ee), isocoumarins 92 phthalides 99 bicyclo[2.2.1]heptanes (>20 : 1 dr), 4‐alkylidene‐3,4‐dihydroisocoumarins 97 ee) allenes dr). Importantly, our methodologies enabled concise syntheses many biologically active compounds natural (e.g., Montroumarin, Cyclosporone E, Q, Concentricolide, Chuangxinol, Eleutherol).

Language: Английский

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