General Olefin Synthesis by the Palladium-Catalyzed Heck Reaction of Amides: Sterically Controlled Chemoselective NC Activation

2015 ◽  
Vol 127 (48) ◽  
pp. 14726-14730 ◽  
Author(s):  
Guangrong Meng ◽  
Michal Szostak
Keyword(s):  
Heck Reaction ◽  
Olefin Synthesis ◽  
Palladium Catalyzed

Recent Developments in Heck-Type Reaction of Unactivated Alkenes and Alkyl Electrophiles

Synthesis ◽  
2020 ◽  
Author(s):  
Lili Shi ◽  
Junkai Fu ◽  
Shuangqiu Gao ◽  
Le Chang ◽  
Binglin Wang
Keyword(s):  
Heck Reaction ◽  
Alkyl Radicals ◽  
Type Reaction ◽  
The Past ◽  
Alkyl Electrophiles ◽  
Recent Developments ◽  
Palladium Catalyzed ◽  
Initial Work ◽  
Activated Olefins ◽  
Pseudo Halides

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

Palladium-Catalyzed Olefinations of Aryl Halides (Heck Reaction) and Related Transformations

ChemInform ◽  
2005 ◽  
Vol 36 (44) ◽  
Author(s):  
Matthias Beller ◽  
Alexander Zapf ◽  
Thomas H. Riermeier
Keyword(s):  
Heck Reaction ◽  
Aryl Halides ◽  
Palladium Catalyzed

ChemInform Abstract: Palladium-Catalyzed Highly Regioselective Heck Reaction of Aryl Nonaflates with Electron-Rich Olefins.

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

Palladium-catalyzed Mizoroki–Heck reaction of allyl aryl ethers with aryl iodides using phosphine-free hydrazone ligands

2009 ◽  
Vol 50 (38) ◽  
pp. 5358-5360 ◽  
Author(s):  
Takashi Mino ◽  
Hiroaki Shindo ◽  
Tomoko Kaneda ◽  
Tomoko Koizumi ◽  
Yoshio Kasashima ◽  
...  
Keyword(s):  
Heck Reaction ◽  
Aryl Iodides ◽  
Palladium Catalyzed ◽  
Aryl Ethers ◽  
Hydrazone Ligands

Thiophenol protecting groups for the palladium-catalyzed heck reaction: Efficient syntheses of conjugated arylthoils

1995 ◽  
Vol 36 (26) ◽  
pp. 4525-4528 ◽  
Author(s):  
Richard P Hsung ◽  
Jason R Babcock ◽  
Christopher E.D Chidsey ◽  
Lawrence R Sita
Keyword(s):  
Heck Reaction ◽  
Protecting Groups ◽  
Palladium Catalyzed
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