Palladium-Catalyzed Oxidative Cross-Coupling of Conjugated Enynones with Allylarenes: Synthesis of Furyl-Substituted 1,3-Dienes

被引：16
|
作者：
Ping, Yifan [1 ]
Zhang, Sudong [1 ]
Chang, Taiwei [1 ]
Wang, Jianbo [1 ,2 ]
机构：
[1] Peking Univ, BNLMS, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem, Beijing 100871, Peoples R China
[2] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 12期
关键词：
ENE-YNE-KETONES; C-H AMINATION; SERIAL LIGAND CATALYSIS; METAL CARBENE; TERMINAL ALKENES; DIAZO-COMPOUNDS; ALLYL HALIDES; OLEFINS; TOSYLHYDRAZONES; ALKYLATION;
D O I：
10.1021/acs.joc.9b00922
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new method for the synthesis of furyl-substituted 1,3-dienes via palladium-catalyzed oxidative cross coupling of conjugated enynones with allylarenes is developed. This reaction shows broad substrate scope and good functional group tolerance. Palladium carbene migratory insertion is proposed as the key step for this transformation with conjugated enynones serving as the carbene precursors.
引用
收藏
页码：8275 / 8283
页数：9
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