- BORONIC ACID CATALYSTS AND METHODS OF USE THEREOF FOR ACTIVATION AND TRANSFORMATION OF CARBOXYLIC ACIDS
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The present application provides methods and catalysts for activation of carboxylic acids for organic reactions. In particular, methods are disclosed for direct nucleophilic addition reactions, such as, amidation reactions with amines, cycloadditions, and conjugate additions, using boronic acid catalysts of formula I, II or III: Also included are novel boronic acid catalysts of formula IV, V and III:
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Page/Page column 61
(2012/09/10)
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- Direct and waste-free amidations and cycloadditions by organocatalytic activation of carboxylic acids at room temperature
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(Chemical Equation Presented) Taming carboxylic acids: ortho-Iodo- and ortho-bromophenylboronic acids are exceptional organocatalysts in atom-economical amidations between free carboxylic acids and amines, including functionalized ones, and can also provide LUMO-lowering activation in [4 + 2] cycloadditions of α,β-unsaturated carboxylic acids.
- Al-Zoubi, Raed M.,Marion, Olivier,Hall, Dennis G.
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supporting information; experimental part
p. 2876 - 2879
(2009/02/06)
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- N-Acyltrifluoromethanesulfonamides as new chemoselective acylating agents for aliphatic and aromatic amines
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This work describes advances in the study of the internal condensation of ammonium salts of N-acylsulfonamides. N-Acyltrifluoromethanesulfonamides show considerable advantages over the non fluorinated analogues by virtue of their higher reactivity and aci
- Guillard, Sophie,Aramini, Andrea,Cesta, Maria C.,Colagioia, Sandro,Coniglio, Silvia,Genovese, Filippo,Nano, Giuseppe,Nuzzo, Emanuela,Orlando, Valerie,Allegretti, Marcello
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p. 5608 - 5616
(2007/10/03)
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- Synthesis of Arylpropanoic Acids From Optically Active 2-(Iodophenyl)propanoic Acids
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The coupling of organozinc compounds with homochiral 2-(3-iodophenyl)propanoic and 2-(4-iodophenyl)propanoic acids in the presence of palladium is a general method for the synthesis of optically active arylpropanoic acids.
- Hamon, David P. G.,Massy-Westropp, Ralph A.,Newton, Josephine L.
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p. 5333 - 5336
(2007/10/02)
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