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Iron‐Catalyzed Three‐Component Cyanoalkylsulfonylation of 2,3‐Allenoic Acids, Sulfur Dioxide, and Cycloketone Oxime Esters: Access to Cyanoalkylsulfonylated Butenolides

Xiangyun Zheng, Tianshuo Zhong, Xiao Yi, Qitao Shen, Chuanliu Yin, Lei Zhang, Jian Zhou, Junyu Chen, Chuanming Yu

2021Advanced Synthesis & Catalysis29 citationsDOIOpen Access PDF

Abstract

Abstract An iron‐catalyzed three‐component cyanoalkylsulfonylation of 2,3‐allenoic acids, K 2 S 2 O 5 , and the ring‐opening of cyclobutanone oxime esters is described. The radical tandem cyclization route allows access to diverse cyanoalkylsulfonylated butenolides in moderate to good yields under mild conditions. Moreover, the products are further converted, offering the corresponding derivatives. magnified image

Topics & Concepts

ChemistryOximeTandemCatalysisComponent (thermodynamics)Ring (chemistry)Sulfur dioxideCyclobutanoneSulfurOrganic chemistryMedicinal chemistryPhysicsComposite materialThermodynamicsMaterials scienceSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions
Iron‐Catalyzed Three‐Component Cyanoalkylsulfonylation of 2,3‐Allenoic Acids, Sulfur Dioxide, and Cycloketone Oxime Esters: Access to Cyanoalkylsulfonylated Butenolides | Litcius