A metal-free multicomponent reaction strategy for synthesizing allyl amines through decarboxylative coupling combined with the Petasis reaction is described. Utilizing ()-3-(2,4,6-trimethoxyphenyl)acrylic acid, various boronic acids, a formaldehyde solution, and primary amines, the method operates efficiently without metal catalysts. Investigations reveal that electron-donating substituents in cinnamic acid derivatives significantly enhance reactivity, which is crucial for effective transformations. Under the optimized conditions, yields of ≤78% were obtained across a diverse range of 30 allyl amines.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.joc.4c01574DOI Listing

Publication Analysis

Top Keywords

decarboxylative coupling
8
petasis reaction
8
allyl amines
8
integrated approach
4
approach allyl
4
allyl amine
4
amine synthesis
4
synthesis combining
4
combining decarboxylative
4
coupling arylacrylic
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!