Electrochemical Desaturation and β-Thiocyanation of Cyclic Amides DOI

Kaili Miao,

Jin Zhang, Jiaxin Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 19, 2024

The site-selective functionalization of cyclic amides provides an attractive protocol for the synthesis valuable molecules. We report herein electrochemical desaturation and β-thiocyanation under external oxidant-free conditions. This method exhibits broad functional group tolerance, excellent selectivity, mild reaction conditions can be applied late-stage bioactive Mechanistic studies indicate that enamide intermediate might involved.

Language: Английский

Thiocyanoalkylation of Alkenes via Dual Photoredox and Copper Catalysis DOI
Xu Wang,

Bi-Yin Xiao,

Qin Jiang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 7, 2024

Organic thiocyanates are commonly used as essential organic synthesis intermediates and widely present in various drug molecules bioactive molecules.

Language: Английский

Citations

2
Electrophotocatalytic Thiocyanation and Sulfonylation Cyclization of Unactivated Alkenes DOI
Yingchun Ma,

Ping Yu,

Ruoyu Qin

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 18, 2024

We report an electrophotocatalytic process that enables the thiocyanation and sulfonylation/cyclization of alkenes. It is applicable to a wide range unactivated alkenes, using inexpensive photocatalyst 2,4,6-triphenylpyrylium tetrafluoroborate (TPPT) produce diverse array heterocycles containing sulfonyl thiocyano groups with good functional group tolerance. The protocol operates under mild, chemical oxidant- transition-metal-free, broad scope substrates. Preliminary mechanistic studies suggest reaction involves combination electrolysis reductive quenching photocatalytic cycle TPPT.

Language: Английский

Citations

1
Electrochemical 1,2-hydrogen atom transfer functionalizations of N-(benzyloxy)phthalimides DOI

Xin Fu,

Tingting Ran,

Jie Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6760 - 6767

Published: Jan. 1, 2024

We describe a straightforward and efficient electrochemical approach for the cathodic benzylic C–H hydroxyalkylation arylation of N -(alkyloxy)phthalimides mediated by 1,2-HAT alkoxy radicals.

Language: Английский

Citations

0
Electrochemical Desaturation and β-Thiocyanation of Cyclic Amides DOI

Kaili Miao,

Jin Zhang, Jiaxin Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 19, 2024

The site-selective functionalization of cyclic amides provides an attractive protocol for the synthesis valuable molecules. We report herein electrochemical desaturation and β-thiocyanation under external oxidant-free conditions. This method exhibits broad functional group tolerance, excellent selectivity, mild reaction conditions can be applied late-stage bioactive Mechanistic studies indicate that enamide intermediate might involved.

Language: Английский

Citations

0