Copper-catalyzed formal [4+1] annulation of N-propargyl ynamides with diketones

An efficient copper-catalyzed formal [4 + 1] annulation of N-propargyl ynamides with diketones is described. This protocol enables practical and atom-economic synthesis of valuable pyrrole-substituted dioxoles in generally moderate to excellent yields under mild reaction conditions. Thus, two new fi...

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Published inORGANIC CHEMISTRY FRONTIERS Vol. 10; no. 1; pp. 203 - 208
Main Authors Xu, Hao-Jin, Li, Cui-Ting, Chen, Can-Ming, Chen, Jie, Zhu, Xin-Qi, Zhou, Bo, Ye, Long-Wu
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 20.12.2022
Royal Society of Chemistry
Subjects
Atom economy
Chemical reactions
Chemistry
Chemistry, Organic
Copper
Diketones
Organic chemistry
Physical Sciences
Science & Technology
YLIDES
CYCLOADDITION
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Summary:An efficient copper-catalyzed formal [4 + 1] annulation of N-propargyl ynamides with diketones is described. This protocol enables practical and atom-economic synthesis of valuable pyrrole-substituted dioxoles in generally moderate to excellent yields under mild reaction conditions. Thus, two new five-membered heterocycles can be constructed in one step through this vinyl cation chemistry.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
ISSN:2052-4129
2052-4110
2052-4110
DOI:10.1039/d2qo01786e