Method for the organocatalytic activation of carboxylic...

C - Chemistry – Metallurgy – 07 – F

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C07F 5/02 (2006.01) B01J 21/02 (2006.01) C07C 231/02 (2006.01)

Patent

CA 2694114

The present disclosure describes operationally simple methods for the low temperature, catalytic activation of carboxylic acids for organic reactions, in particular for direct amidation reactions with amines. The methods involve the use of orthosubstituted arylboromc acids of the formula (I), wherein the groups R1 to R5 are as defined herein. In preferred embodiments R1 is halogen. The arylboromc acids catalyze nucleophilic 1,2-addition reactions, conjugate 1,4-addition reactions, and cycloaddition reactions, including Diels-Alder reactions involving .alpha.,.beta.- unsaturated carboxylic

La présente invention concerne des procédés simples d'activation catalytique à basse température d'acides carboxyliques pour des réactions organiques, en particulier pour des réactions d'amidation directe avec des amides. Ces procédés font intervenir des acides arylboroniques orthosubstitués représentés par la formule (I). Dans cette formule, R1 à R5 sont comme définis dans le descriptif. Dans des modes de réalisation préférés, R1 est halogène. Les acides arylboroniques catalysent des réactions d'addition1,2 nucléophilecs, des réaction d'addition de conjugués 1,4 et des réactions de cycloadditions, dont des réactions de Diels-Adler mettant en oeuvre des acides carboxyliques insaturés.

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