相关反应
Biginelli反应
Ugi反应
多组分反应
Related Reactions
Biginelli Reaction
Ugi Reaction
Multicomponent Reactions
Passerini反应
羧酸,羰基化合物如酮或醛与异氰化物之间的这种三组分反应可直接获得α-羟基甲酰胺。
Passerini反应的机理
如果反应在室温下在非质子溶剂中进行,则Passerini反应迅速进行。使用反应混合物中高浓度的原料获得高产率。
根据这些发现,假设Passerini反应不遵循离子途径。认为氢键在该反应的假定的环状过渡态的形成中起关键作用。
Recent Literature
Stereochemical Control of the Passerini Reaction
P. R. Andreana, C. C. Liu, S. L. Schreiber, Org. Lett., 2004, 6, 4231-4233.
Revisiting the Passerini Reaction under Eco-Friendly Reaction Conditions
C. K. Z. Andrade, S. C. S. Takada, P. A. Z. Suarez, M. B. Alves, Synlett, 2006, 1539-1541.
Passerini three-component reaction under catalytic aerobic conditions allows the conversion of alcohols instead of aldehydes. The reaction of alcohols, isocyanides, and carboxylic acids in toluene in the presence of a catalytic amount of cupric chloride, NaNO2, and TEMPO afforded, under an oxygen atmosphere, the P-3CR adducts in good yields.
J. Brioche, G. Masson, J. Zhu, Org. Lett., 2010, 12, 1432-1435.