- Dioxygen-promoted Pd-catalyzed aminocarbonylation of organoboronic acids with amines and CO: A direct approach to tertiary amides
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A direct approach from organoboronic acids and amines to tertiary amides via Pd-catalyzed aerobic aminocarbonylation has been developed. The presence of O2 significantly promotes the efficiency of this transformation. This method uses commercially available organoboronic acids and cheap CO and O2 (1 atm), which renders amides an easy synthesis with broad substrate scope and high functional group tolerance.
- Ren, Long,Li, Xinwei,Jiao, Ning
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supporting information
p. 5852 - 5855
(2016/11/29)
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- Highly efficient microwave-assisted CO aminocarbonylation with a recyclable Pd(II)/TPP-β-cyclodextrin cross-linked catalyst
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The incorporation of the carbonyl moiety into organic molecules using a three-component matrix, including carbon monoxide, an organic halide, and a nucleophilic component, offers a simple and versatile approach to the formation of carboxylic acids, anhydrides, esters, amides, and ketones. The design of a sustainable synthetic protocol for aminocarbonylation can be efficiently accomplished using a multifaceted strategy that combines solid green catalysts and suitable enabling techniques. The safe and synergistic use of carbon monoxide in a microwave reactor under pressure may be able to create a technological breakthrough in aminocarbonylation reactions. Moreover, a new recyclable catalytic system "CβCAT" based on Pd(II)-triphenylphosphine embedded in cross-linked β-cyclodextrin (hexamethylene diisocyanate) has been found to be very efficient in aryl iodide aminocarbonylation reactions.
- Calcio Gaudino, Emanuela,Carnaroglio, Diego,Martina, Katia,Palmisano, Giovanni,Penoni, Andrea,Cravotto, Giancarlo
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supporting information
p. 499 - 505
(2015/04/27)
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- Conformational arm-wrestling: Battles for stereochemical control in benzamides bearing matched and mismatched chiral 2- and 6-substituents
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The orientation of a tertiary amide group adjacent to an aromatic ring may be governed by the stereochemistry of an adjacent chiral substituent. With a chiral substituent in both ortho positions, matched/mismatched pairs of isomers result. Evidence for ma
- Clayden, Jonathan,Foricher, Yann J. Y.,Helliwell, Madeleine,Johnson, Paul,Mitjans, David,Vinader, Victoria
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p. 444 - 454
(2008/01/27)
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