Article | REF: CHV2200 V1

Isonitriles and multicomponent reactions

Authors: Laurent EL KAIM, Jieping ZHU

Publication date: May 10, 2010, Review date: October 25, 2017

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3. Passerini's reaction

3.1 General information and applications

The reaction involving a carboxylic acid, a carbonyl compound and an isonitrile to lead to the formation of an α-acyloxycarboxamide was discovered in 1921 by Mario Passerini (figure 12 ) [18] [19]. It is the first multicomponent reaction involving isonitriles [20].

The mechanism of this reaction has given rise to much discussion [21] and is still subject to controversy [22] [23] [24] [25] [26] [27]. One important observation is that the Passerini reaction is accelerated in low-polar aprotic solvents (CH 2 Cl 2 , Et 2...

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