Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water

A metal-free catalytic allylation with atom economy and green environment friendly was developed. Allylic alcohols could be directly dehydrated in water by B(C 6 F 5 ) 3 , without using any base additives. The reaction can afford the corresponding monoallylated product in moderate to high yield and...

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Bibliographic Details
Published in:RSC advances 2021-05, Vol.11 (28), p.1725-1731
Main Authors: Zhang, Guo-Min, Zhang, Hua, Wang, Bei, Wang, Ji-Yu
Format: Article
Language:English
Subjects:
Additives
Alcohols
Allyl compounds
Chemical reactions
Chemistry
Dehydration
Dienes
Diketones
Esters
Pyrazole
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Summary:A metal-free catalytic allylation with atom economy and green environment friendly was developed. Allylic alcohols could be directly dehydrated in water by B(C 6 F 5 ) 3 , without using any base additives. The reaction can afford the corresponding monoallylated product in moderate to high yield and has been performed on a gram-scale, and a quaternary carbon center can be constructed for the active methine compounds of 1,3-diketones or β-ketone esters in this process. The product can be further converted, such as the synthesis of tetra-substituted pyrazole compounds, or 1,4-dienes and functionalized dihydropyrans. Allylic alcohols can directly dehydrated in water by B(C 6 F 5 ) 3 , without any base additives.
ISSN:2046-2069
2046-2069
DOI:10.1039/d1ra01922h