New conversion of Friendländer reaction of 3-amino-1H-benzo[f]chromene-2-carbonitriles with cyclohexanone

Li, Jia Rong; Zhang, Li Jun; Yang, Xi; Li, Qing; Wang, Dong; Wang, Chun Xia; Shi, Da Xin; Zhang, Qi

doi:10.1016/j.cclet.2007.11.003

Cited by 15 publications

(2 citation statements)

References 16 publications

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“…In recent years, several new drugs containing the quinoline skeleton have been approved, including plant anticancer drug camptothecin, TLR agonist imiquimod, antimalarial drug chloroquine, etc . Accordingly, considerable effort has been paid to develop efficient methods for its synthesis and further modification . The classical methods for constructing quinolines include the Skraup (the Doebner–Miller) synthesis from anilines and glycerin under acidic and oxidative conditions, the Combes synthesis from arylamines, and 1,3-dicarbonyl compounds promoted by acid (Scheme a) .…”

Section: Introductionmentioning

confidence: 99%

Three-Component Synthesis of 2-Substituted Quinolines and Benzo[f]quinolines Using Tertiary Amines as the Vinyl Source

Zhou

Xiao

et al. 2023

J. Org. Chem.

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A metal-free method for the construction of 2-substituted quinolines and benzo[f ]quinolines from aromatic amines, aldehydes, and tertiary amines has been demonstrated. Cheap and readily available tertiary amines acted as the vinyl source. A new pyridine ring was selectively formed via [4 + 2] condensation that was promoted by ammonium salt under neutral conditions and an oxygen atmosphere. This strategy provided a new route for the preparation of various quinoline derivatives with different substituents at the pyridine ring, which provides the possibility of further modification.

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Section: Introductionmentioning

confidence: 99%

Three-Component Synthesis of 2-Substituted Quinolines and Benzo[f]quinolines Using Tertiary Amines as the Vinyl Source

Zhou

Xiao

et al. 2023

J. Org. Chem.

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“…It solved many problems like difficult materials, non-metallic materials, processing requires high surface quality and has strong technology advantage. Currently, many scholars are committed to the application of ultrasonic machining [2][3][4][5][6][7], but less on the ultrasonic propagation and characteristics of the ultrasonic in the medium and the contact interface.…”

Section: Introductionmentioning

confidence: 99%

Research on Ultrasonic Propagation at the Contact Interface in Ultrasonic Machining

Zhang

Jiao

Wang

2014

KEM

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This paper analyzes the factors, which causes the no-linear of the ultrasonic in the processing system, and the reasons of the ultrasonic reflection and transmission at the contact interface according to the wave theory. In this paper, the ultrasonic displacement coefficient, the pressure reflection coefficient, the displacement transmission coefficient and the pressure transmission coefficient are deduced. The relation among the x-axis and included angle, the incident wave, reflected transmitted waves. The relationship between the preload of the piezoelectric ceramics and the ultrasonic propagation is established, and the best of the bolt preload is investigated. The experiment is done to verify the relationship between the amplitude-frequency characteristics and the ultrasonic transducer at different preload, which provides a reliable basis for the ultrasonic system design, installation and maintenance.

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One‐Pot Synthesis of Polyfunctionalized 4H‐Chromenes and Dihydrocoumarins Based on Copper(II) Bromide‐Catalyzed CC Coupling of Benzylic Alcohols with Ketene Dithioacetals

et al. 2010

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Abstract:The synthesis of polyfunctionalized 4H-chromenes 3 and dihydrocoumarins 4 has been developed from the same substrates. Catalyzed by copper(II) bromide (0.3 equiv.), the reactions of the easily available ketene dithioacetals 1 with 2-(hydroxymethyl)phenols 2 lead to 4H-chromenes 3 in high to excellent yields in dichloromethane solvent, whereas, 3,4-trans-disubstituted dihydrocoumarins 4 are obtained in high yields with high diastereoselectivities by prolonging the reaction time or changing the solvent from dichloromethane to acetonitrile.

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New conversion of Friendländer reaction of 3-amino-1H-benzo[f]chromene-2-carbonitriles with cyclohexanone

Cited by 15 publications

References 16 publications

Three-Component Synthesis of 2-Substituted Quinolines and Benzo[f]quinolines Using Tertiary Amines as the Vinyl Source

Three-Component Synthesis of 2-Substituted Quinolines and Benzo[f]quinolines Using Tertiary Amines as the Vinyl Source

Research on Ultrasonic Propagation at the Contact Interface in Ultrasonic Machining

One‐Pot Synthesis of Polyfunctionalized 4H‐Chromenes and Dihydrocoumarins Based on Copper(II) Bromide‐Catalyzed CC Coupling of Benzylic Alcohols with Ketene Dithioacetals

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