The addition of lithium carbenoids to isocyanates provides a versatile access to N-substituted 2-haloacetamides: the reaction tolerates the presence of variously functionalized substituents on the nitrogen atom, including sterically demanding ones and reactive halogens. No erosion of the enantiopurity was observed in the case of optically active isocyanates. One of the substrates prepared has been employed in Charette’s type chemoselective addition of a Grignard reagent to access an α-chloroketone.

Addition of lithium carbenoids to isocyanates : A direct access to synthetically useful N-substituted 2-haloacetamides / V. Pace, L. Castoldi, W. Holzer. - In: CHEMICAL COMMUNICATIONS. - ISSN 1359-7345. - 49:75(2013 Sep), pp. 8383-8385. [10.1039/c3cc44255a]

Addition of lithium carbenoids to isocyanates : A direct access to synthetically useful N-substituted 2-haloacetamides

L. Castoldi;
2013

Abstract

The addition of lithium carbenoids to isocyanates provides a versatile access to N-substituted 2-haloacetamides: the reaction tolerates the presence of variously functionalized substituents on the nitrogen atom, including sterically demanding ones and reactive halogens. No erosion of the enantiopurity was observed in the case of optically active isocyanates. One of the substrates prepared has been employed in Charette’s type chemoselective addition of a Grignard reagent to access an α-chloroketone.
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/886977
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