Synthesis, Characterization, and Analytical Studies of Adosupine, a Potential New Drug for Urinary Incontinence

Perico, Angelo; Triolo, Antonio; Viti, Giovanni; Mannucci, C.; Caviglioli, G.; Cocchini, A.; Pestellini, V.; Paoli, Paola; Dapporto, P.

doi:10.1002/jps.2600830206

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Cited by 6 publications

(1 citation statement)

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“…Seven-membered heterocyclic compounds exhibit many potential applications in drugs and materials [5]. In a previous work, we have synthesized and structurally characterized heterocyclic compounds [6].…”

Section: Commentmentioning

confidence: 99%

The crystal structure of 5H-dibenzo[b,e]azepine-6,11-dione, C₁₄H₉NO₂

Wang

Zhou

Liu

et al. 2020

Zeitschrift Für Kristallographie - New Crystal Structures

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Section: Commentmentioning

confidence: 99%

The crystal structure of 5H-dibenzo[b,e]azepine-6,11-dione, C₁₄H₉NO₂

Wang

Zhou

Liu

et al. 2020

Zeitschrift Für Kristallographie - New Crystal Structures

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The Schmidt Reaction

et al. 2012

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The classical form of the Schmidt reaction involves the reaction of a carbon‐centered electrophile with hydrazoic acid with loss of nitrogen, usually with a rearrangement that forms a new carbon‐nitrogen bond. Although the conversion of a ketone into an amide is the most commonly used variation, mechanistically related versions utilize an aldehyde, acid, or a carbocation generated from an alkene or alcohol as the electrophilic component. In recent years, the definition of the Schmidt reaction has been modified to include analogous reactions in which the hydrazoic acid is replaced by an alkyl azide, promoted by Lewis acids. The use of an alkyl azide uniquely permits the formulation of intramolecular Schmidt reactions of the azide with a carbonyl or carbocationic electrophile.

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A Modular Approach to Dibenzo‐fused ϵ‐Lactams: Palladium‐Catalyzed Bridging‐C−H Activation

Yang

Xia

et al. 2020

Angewandte Chemie

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Tricyclic ring systems possessing a dibenzo structure joined to a seven‐membered heterocyclic ring frequently show important biological activities. However, a modular approach to these molecules based on efficient intermolecular reaction of readily available chemicals is lacking. Herein, an unprecedented palladium‐catalyzed formal [4+3] annulation for modular construction of these tricyclic systems is described. This reaction features easily accessible reactants (o‐haloarylaldehydes and N‐tosylhydrazones), broad substrate scope, and excellent functional group compatibility. The synthetic potential is demonstrated by the easy scale‐up reactions, late‐stage modification of complex molecules, and collective synthesis of bioactive molecules and approved drugs.

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Synthesis, Characterization, and Analytical Studies of Adosupine, a Potential New Drug for Urinary Incontinence

Cited by 6 publications

References 4 publications

The crystal structure of 5H-dibenzo[b,e]azepine-6,11-dione, C₁₄H₉NO₂

The crystal structure of 5H-dibenzo[b,e]azepine-6,11-dione, C₁₄H₉NO₂

The Schmidt Reaction

A Modular Approach to Dibenzo‐fused ϵ‐Lactams: Palladium‐Catalyzed Bridging‐C−H Activation

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Synthesis, Characterization, and Analytical Studies of Adosupine, a Potential New Drug for Urinary Incontinence

Cited by 6 publications

References 4 publications

The crystal structure of 5H-dibenzo[b,e]azepine-6,11-dione, C14H9NO2

The crystal structure of 5H-dibenzo[b,e]azepine-6,11-dione, C14H9NO2

The Schmidt Reaction

A Modular Approach to Dibenzo‐fused ϵ‐Lactams: Palladium‐Catalyzed Bridging‐C−H Activation

Contact Info

Product

Resources

About

The crystal structure of 5H-dibenzo[b,e]azepine-6,11-dione, C₁₄H₉NO₂

The crystal structure of 5H-dibenzo[b,e]azepine-6,11-dione, C₁₄H₉NO₂