Copper nitrate-enabled ring expansion reaction of cyclopropanes: a direct approach to 3-cyano-isoxazoline <i>N</i>-oxides

Deng, Yong; Yang, Zhenkun; Li, Yanze; Li, Xinyao; Xu, Bin

doi:10.1039/d3qo01991h

Org. Chem. Front.

2024

DOI: 10.1039/d3qo01991h

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Copper nitrate-enabled ring expansion reaction of cyclopropanes: a direct approach to 3-cyano-isoxazoline N-oxides

Yong Deng,

Zhenkun Yang,

Yanze Li

et al.

Abstract: A novel copper nitrate-enabled ring expansion reaction of cyclopropanes with nitro group exchange was described, affording pharmacologically interesting isoxazoline N-oxide skeletons. A series of 3-cyano-isoxazoline N-oxide compounds were efficiently synthesized...

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Synthesis of Bridged Bicyclic Systems peri‐Annulated to the Indole Ring: Tropane‐Fused Indoles

Antropov,

Tokmacheva,

Levina

et al. 2024

Adv Synth Catal

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Ytterbium(III) triflate catalysed domino reaction of (3‐formyl‐4‐indolyl)‐derived donor‐acceptor cyclopropane with primary amines provides a simple approach to an unprecedented tetracyclic skeleton in which tropane system is peri‐annulated with an indole core. This process involves the formation of an imine and its (3+2)‐cross‐cycloaddition with donor‐acceptor cyclopropane moiety, yielding indole core under mild reaction conditions. These products are of significant interest for pharmacology as potential hybrid molecules with a dual mode of action.tropane‐fused

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Synthesis of Bridged Bicyclic Systems peri‐Annulated to the Indole Ring: Tropane‐Fused Indoles

Antropov,

Tokmacheva,

Levina

et al. 2024

Adv Synth Catal

View full text Add to dashboard Cite

show abstract

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Copper nitrate-enabled ring expansion reaction of cyclopropanes: a direct approach to 3-cyano-isoxazoline N-oxides

Abstract: A novel copper nitrate-enabled ring expansion reaction of cyclopropanes with nitro group exchange was described, affording pharmacologically interesting isoxazoline N-oxide skeletons. A series of 3-cyano-isoxazoline N-oxide compounds were efficiently synthesized...

Cited by 1 publication

References 70 publications

Synthesis of Bridged Bicyclic Systems peri‐Annulated to the Indole Ring: Tropane‐Fused Indoles

Synthesis of Bridged Bicyclic Systems peri‐Annulated to the Indole Ring: Tropane‐Fused Indoles

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