Cu-Photoredox-catalyzed C(sp)–C(sp3) coupling of redox-active esters with terminal alkynes

2020 ◽  
Vol 18 (23) ◽  
pp. 4479-4483
Author(s):  
Yajing Zhang ◽  
Dayong Zhang
Keyword(s):  
Carboxylic Acids ◽  
Mild Condition ◽  
Terminal Alkynes ◽  
Active Esters ◽  
Redox Active ◽  
Esters Of Carboxylic Acids

Under mild condition, redox-active esters of carboxylic acids reacted with aryl and alkyl substituted alkynes in good yields. A copper-acetylid-ligand is a key intermediate for constructing C(sp)–C(sp3) bond.

Quaternary Centers via Ni-Catalyzed Cross-Coupling of Tertiary Carboxylic Acids and Aryl Zinc Reagents

2018 ◽  
Author(s):  
Phil Baran ◽  
Pavel Mykhailiuk ◽  
haolin zhang ◽  
Rohan R. Merchant ◽  
Courtney A. Smith ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Cross Coupling ◽  
Simple Method ◽  
Quaternary Centers ◽  
Active Esters ◽  
Redox Active ◽  
The Cross

<div> <div> <div> <p>This work bridges a gap in the cross-coupling of aliphatic redox-active esters with aryl zinc reagents. Previously limited to primary, secondary and specialized tertiary centers, a new protocol has been devised to enable the coupling of general tertiary systems using Ni-catalysis. The scope of this operationally simple method is broad and can be used to simplify the synthesis of medicinally relevant motifs bearing quaternary centers. </p> </div> </div> </div>

Photoredox catalysis enabled alkylation of alkenyl carboxylic acids with N-(acyloxy)phthalimide via dual decarboxylation

2017 ◽  
Vol 53 (77) ◽  
pp. 10719-10722 ◽  
Author(s):  
Kun Xu ◽  
Zhoumei Tan ◽  
Haonan Zhang ◽  
Juanli Liu ◽  
Sheng Zhang ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Photoredox Catalysis ◽  
Active Esters ◽  
Redox Active

A ruthenium based photoredox catalyst in combination with DBACO efficiently catalyzed dual decarboxylative couplings between alkenyl carboxylic acids and redox active esters.

Quaternary Centers via Ni-Catalyzed Cross-Coupling of Tertiary Carboxylic Acids and Aryl Zinc Reagents

2018 ◽  
Author(s):  
Phil Baran ◽  
Pavel Mykhailiuk ◽  
haolin zhang ◽  
Rohan R. Merchant ◽  
Courtney A. Smith ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Cross Coupling ◽  
Simple Method ◽  
Quaternary Centers ◽  
Active Esters ◽  
Redox Active ◽  
The Cross

<div> <div> <div> <p>This work bridges a gap in the cross-coupling of aliphatic redox-active esters with aryl zinc reagents. Previously limited to primary, secondary and specialized tertiary centers, a new protocol has been devised to enable the coupling of general tertiary systems using Ni-catalysis. The scope of this operationally simple method is broad and can be used to simplify the synthesis of medicinally relevant motifs bearing quaternary centers. </p> </div> </div> </div>

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