Palladium-Catalyzed Oxidative Alkynylation of Allenyl Ketones: Access to 3-Alkynyl Poly-substituted Furans  

作　　者：Bowen Dou Kang Wang Jianbo Wang 

机构地区：[1]Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education,College of Chemistry,Peking University,Beijing,100871 China [2]The State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,354 Fenglin Lu,Shanghai,200032 China

出　　处：《Chinese Journal of Chemistry》2023年第24期3598-3604,共7页中国化学（英文版）

基　　金：supported by NSFC(22371008),BNLMS;Laboratory for Synthetic Chemistry and Chemical Biology of Health@InnoHK of ITC,HKSAR.

摘　　要：Furans bearing alkynyl substituents are highly useful in organic synthesis.However,the methodologies to access these important furan derivatives are rather limited.We herein report an efficient synthesis of alkynylated furan derivatives based on Pd-catalyzed oxidative cross-coupling reaction between allenyl ketones and terminal alkynes.This novel synthesis of alkynylated furans with wide substrate scope is operationally simple and tolerates various functional groups.Mechanistically,the formation of the palladium carbene through cycloisomerization and the subsequent alkynyl migratory insertion are proposed as the key steps in the transformation.The reaction reported in this paper further demonstrates the generality of the carbene-based cross coupling.

关 键 词：Allenyl ketones Oxidative alkynylation Cyclization Isomerization FURANS Catalysis Palladium CROSS-COUPLING 

分 类 号：O62[理学—有机化学]