DABCO‐Catalysed [3+2] Cyclization/Deformylation Cascade of p‐Quinols with 3‐Formylchromones: Access to Benzopyrone‐Fused Tetracyclic Ring Systems

The construction of benzopyrone‐fused hydrobenzofuranones via DABCO‐catalyzed [3+2] cyclization/deformylation cascade of p‐quinols with 3‐formylchromones is described. The reaction works under mild reaction conditions to provide the desired products in 53–90% yields with complete diastereoselectivit...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2023-03, Vol.365 (5), p.715-721
Main Authors: Liu, Xiong‐Wei, Lin, Xiao‐Tong, Zhao, Cheng, Hu, Xiao‐Wei, Xu, Yi‐Bing, Zheng, Yi‐Lin, Liu, Xin‐Ni, Chen, Guo‐Shu, Chen, Long, Liu, Yun‐Lin
Format: Article
Language:English
Subjects:
3-formylchromones
[3+2] cyclization
benzopyrone
Deformation
deformylation
Enantiomers
p-quinols
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Summary:The construction of benzopyrone‐fused hydrobenzofuranones via DABCO‐catalyzed [3+2] cyclization/deformylation cascade of p‐quinols with 3‐formylchromones is described. The reaction works under mild reaction conditions to provide the desired products in 53–90% yields with complete diastereoselectivities. In addition, an enantioselective version with 81% ee is also realized in the presence of Takemoto's chiral thiourea catalyst.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202201310