Terminal aminocarbonylation

The oxidative aminocarbonylation of terminal alkynes 181 with diethylamine or morpholine led to the formation of... 

Based upon the oxidative aminocarbonylation of terminal alkynes [141], a conjugate addition of the amine to the ynoylamide leads to the stereoselective formation of an -configured 2-amino 3-hydroxy enamide that lactonizes to furnish the dialkylamino-5H-furan-2-one 195 (Scheme 78). 

In our discussion, many calixarens have been mentioned in number of chemical reactions as catalyst, however out of these, quaternary ammonium-terminated calixarenes calix[4]arene 4 and calix[6]arene 2 catalysts were used in one-pot Mannich reaction of benzaldehyde, acetophenone and aniline in aqueous media to produce p-aminocarbonyl compounds (see Fig. 27.7) [19]. These calix[n]arene catalysts emphasized not only the high catalytic activity but also have an outstanding reusability with high yield, at low loading amoxmt. Advantages of that were, short reaction times, high yields, and easy work-up that make them great candidate for Mannich-type reactions (see Table 27.5). 

The palladium-catalyzed aminocarbonylation of alkyl-substituted terminal alkynes with aniline affords either the branched or linear acrylamide, depending on the catalyst composition and reaction conditions [55]. Optimum conditions for the production of the branched unsaturated amide were identified as Pd(OAc)2/dppp/TsOH in THF,... 

Oxidative Hydroxy-, Alkoxy-, and Aminocarbonylation of Terminal Alkynes... 

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