Photoinduced copper-catalyzed dual decarboxylative coupling of α,β-unsaturated carboxylic acids with redox-active esters

Tetrahedron ◽  
2021 ◽  
pp. 132259
Author(s):  
Xiao-Yu Lu ◽  
Yang Gao ◽  
Qi-Le Liu ◽  
Ze-Jie Xia
Keyword(s):  
Carboxylic Acids ◽  
Active Esters ◽  
Redox Active ◽  
Decarboxylative Coupling ◽  
Unsaturated Carboxylic Acids

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.

Visible-Light-Induced Copper-Catalyzed Decarboxylative Coupling of Redox-Active Esters with N-Heteroarenes

2019 ◽  
Vol 21 (14) ◽  
pp. 5728-5732 ◽  
Author(s):  
Xue-Li Lyu ◽  
Shi-Sheng Huang ◽  
Hong-Jian Song ◽  
Yu-Xiu Liu ◽  
Qing-Min Wang
Keyword(s):  
Visible Light ◽  
Active Esters ◽  
Redox Active ◽  
Decarboxylative Coupling

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.

Visible-light induced decarboxylative coupling of redox-active esters with disulfides to construct C–S bonds

2020 ◽  
Vol 56 (30) ◽  
pp. 4164-4167 ◽  
Author(s):  
Zhiwei Xiao ◽  
Lu Wang ◽  
Junjie Wei ◽  
Chongzhao Ran ◽  
Steven H. Liang ◽  
...  
Keyword(s):  
Visible Light ◽  
Active Esters ◽  
Redox Active ◽  
Decarboxylative Coupling ◽  
Novel Method

A novel method has been established for the construction of C–S bonds using redox-active esters with disulfides in the presence of Ru-photoredox catalyst.

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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