Palladium-Catalyzed Heck Reaction on 1-Alkoxy-1,3-dienes:  A Regioselective γ-Arylation of α,β-Unsaturated Carbonyl Compounds

2003 ◽  
Vol 5 (21) ◽  
pp. 3815-3817 ◽  
Author(s):  
Annamaria Deagostino ◽  
Cristina Prandi ◽  
Paolo Venturello
2020 ◽  
Vol 7 (16) ◽  
pp. 2216-2223 ◽  
Author(s):  
Yang Li ◽  
Jun-Fang Gong ◽  
Mao-Ping Song

A simple, operationally convenient and highly regioselective palladium-catalyzed reductive Heck reaction of alkenyl carbonyl compounds with aryl iodides and bromides has been developed to afford structurally diverse δ-aryl pentanoic acid derivatives.


Synthesis ◽  
2020 ◽  
Author(s):  
Lili Shi ◽  
Junkai Fu ◽  
Shuangqiu Gao ◽  
Le Chang ◽  
Binglin Wang

AbstractThe Mizoroki–Heck reaction is considered as one of the most ingenious and widely used methods for constructing C–C bonds. This reaction mainly focuses on activated olefins (styrenes, acrylates, or vinyl ethers) and aryl/vinyl (pseudo) halides. In comparison, the studies on unactivated alkenes and alkyl electrophiles are far less due to the low reactivity, poor selectivity, as well as competitive β-H elimination. In the past years, a growing interest has thus been devoted and significant breakthroughs have been achieved in the employment of unactivated alkenes and alkyl electrophiles as the reaction components, and this type of coupling is called as Heck-type or Heck-like reaction, which distinguishes from the traditional Heck reaction. Herein, we give a brief summary on Heck-type reaction between unactivated alkenes and alkyl electrophlies, covering its initial work, recent advancements, and mechanistic discussions.1 Introduction2 Intramolecular Heck-Type Reaction of Unactivated Alkenes and Alkyl Electrophiles2.1 Cobalt-Catalyzed Intramolecular Heck-Type Reaction2.2 Palladium-Catalyzed Intramolecular Heck-Type Reaction2.3 Nickel-Catalyzed Intramolecular Heck-Type Reaction2.4 Photocatalysis and Multimetallic Protocol for Intramolecular Heck-Type Reaction3 Intermolecular Heck-Type Reaction of Unactivated Alkenes and Alkyl Electrophiles3.1 Electrophilic Trifluoromethylating Reagent as Reaction Partners3.2 Alkyl Electrophiles as Reaction Partners4 Oxidative Heck-Type Reaction of Unactivated Alkenes and Alkyl Radicals5 Conclusions and Outlook


ChemInform ◽  
2005 ◽  
Vol 36 (44) ◽  
Author(s):  
Matthias Beller ◽  
Alexander Zapf ◽  
Thomas H. Riermeier

1994 ◽  
Vol 35 (38) ◽  
pp. 7097-7098 ◽  
Author(s):  
Enrique Gómez-Bengoa ◽  
Pedro Noheda ◽  
Antonio M. Echavarren

ChemInform ◽  
2008 ◽  
Vol 39 (48) ◽  
Author(s):  
Dan Xu ◽  
Zhi Hua Liu ◽  
Wei Jun Tang ◽  
Jun Mo ◽  
Li Jin Xu

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