Sc(OTf)_(3)-catalyzed synthesis of polysubstituted furans from acylacetonitriles and renewable acetol  

作　　者：Wenbo Huang Fang Liu Kaimei Wang Alexander Sidorenko Maxim Bei Zhigang Zhang Wei Fang Minghao Li Yanlong Gu Shaoyong Ke 

机构地区：[1]Key Laboratory of Microbial Pesticides,Ministry of Agriculture and Rural Affairs,National Biopesticide Engineering Research Centre,Hubei Biopesticide Engineering Research Centre,Hubei Academy of Agricultural Sciences,Wuhan 430064,China [2]Key Laboratory of Material Chemistry for Energy Conversion and Storage,Ministry of Education,School of Chemistry and Chemical Engineering,Hubei Key Laboratory of Material Chemistry and Service Failure,Huazhong University of Science and Technology,Wuhan 430074,China [3]Institute of Chemistry of New Materials of National Academy of Sciences of Belarus,Minsk 220141,Belarus [4]School of Chemistry and Chemical Engineering,The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan,Shihezi University,Shihezi 832004,China

出　　处：《Green Synthesis and Catalysis》2022年第4期380-384,共5页绿色合成与催化（英文）

基　　金：The authors thank the financial support of the Natural Science Foundation of Hubei Province(No.2020CFB717);the Youth Science Foundation of Hubei Academy of Agricultural Sciences(No.2021NKYJJ17);also gratefully acknowledge the partial support from the Program for Leading Talents of Hubei Academy of Agricultural Sciences(No.L2018031);Hubei Biopesticide Engineering Research Centre(Nos.HBERC-RC-202104 and HBERC-RC-202002);Gu thanks the National Natural Science Foundation of China of China(No.22072049).

摘　　要：A[3+2]cyclization reaction of acylacetonitriles and hydroxyacetone was developed by using Sc(OTf)_(3)as a catalyst to synthesize some furan derivatives.Bifunctional C2-based acetals,such asα-bromoacetaldehyde acetal,1,4-dithiane-2,5-diol and glycolaldehyde diethyl acetal,also reacted readily as alternative counterpart reagents to acylacetonitriles.The established reactions can be used to synthesize a well-known fungicide,fenfuram.Antifungal activity investigation against four common plant funguses indicated that some of the obtained furan products furnish general and high biological activities.

关 键 词：Acetal[3+2]annulation FURAN Fenfuram Antifungal activity 

分 类 号：O62[理学—有机化学]