Photocatalytic Hydrodichloromethylation of Unactivated Alkenes with Chloroform DOI
Dawei Gong,

Caiyu Gao,

Yanlin Zhang

et al.

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

Published: Dec. 16, 2024

A visible-light-induced method for the hydrodichloromethylation of unactivated alkenes using chloroform (CHCl3) was developed, employing pyridine·BH3 as halogen atom transfer (XAT) reagent. The strategy showed a broad functional group tolerance, and 29 examples alkenes, including complex natural products or drug derivatives, have been established with good yields. Mechanistic studies indicated that CHCl3 serves both source dichloromethyl radical hydrogen (HAT) reagent, borane short-chain reaction process involved in this system. This represents novel approach without an additional HAT

Language: Английский

A photocatalytic method for the generation of the 1,1,1,3,3,3-hexafluoroisopropyl radical DOI

Sergey S. Lunkov,

Vladislav S. Kostromitin,

Artem A. Zemtsov

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(17), P. 4762 - 4768

Published: Jan. 1, 2024

A method for the generation of hexafluoroisopropyl radical by photoredox cleavage C,O bond is described. The key reagent obtained from hexafluoroisopropanol.

Language: Английский

Citations

1

Sodium Hypophosphite as a Halogen Atom Transfer (XAT) Agent under Photocatalytic Conditions DOI

Ekaterina V. Malakhova,

Vladislav S. Kostromitin,

Demian Y. Cheboksarov

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(17), P. 12812 - 12821

Published: Aug. 9, 2024

The ability of sodium hypophosphite to generate the phosphorus-centered radical, which can activate carbon–halogen bond via halogen atom transfer (XAT) is described. hydroalkylation nonactivated alkenes with methyl bromoacetate was performed using as reducing agent under photocatalytic conditions. key phosphorus centered radical formed from anion by hydrogen abstraction.

Language: Английский

Citations

1

Photocatalytic Hydrodichloromethylation of Unactivated Alkenes with Chloroform DOI
Dawei Gong,

Caiyu Gao,

Yanlin Zhang

et al.

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

Published: Dec. 16, 2024

A visible-light-induced method for the hydrodichloromethylation of unactivated alkenes using chloroform (CHCl3) was developed, employing pyridine·BH3 as halogen atom transfer (XAT) reagent. The strategy showed a broad functional group tolerance, and 29 examples alkenes, including complex natural products or drug derivatives, have been established with good yields. Mechanistic studies indicated that CHCl3 serves both source dichloromethyl radical hydrogen (HAT) reagent, borane short-chain reaction process involved in this system. This represents novel approach without an additional HAT

Language: Английский

Citations

0