Photoredox-Catalyzed Markovnikov Hydroamination of Alkenes with Azoles DOI

Jinhuan Nie,

Yutao Shi,

Mengran Gan

et al.

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

Published: Oct. 30, 2024

A visible-light induced intermolecular hydroamination of alkenes with azoles is reported, delivering pharmaceutically valuable N-benzyl in high yields excellent Markovnikov selectivity. Mechanistic studies suggest that the process initiated by energy transfer excited photocatalyst alkenes, followed single electron reduction, protonation, and subsequent oxidation to afford key alkyl carbocation intermediate. This protocol exhibits advantages broad functional group tolerance, atom economy, efficiency, mild reaction conditions.

Language: Английский

Selenylation of N‐(P‐Methoxyaryl)Propiolamides via CuBr2 Catalysis: Synthesis of 3‐Selenospiro[4,5]Decatrienones via Ipso‐Cyclization DOI
Jinhui Cai,

Kaili Cen,

Hongyi Lin

et al.

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(20)

Published: June 27, 2024

Abstract Herein, a method for the assembly of biologically valuable 3‐selenospiro[4,5]decatrienones through CuBr 2 ‐catalyzed ispo ‐cyclization Se powder, boronic acids, and N ‐( p ‐methoxyaryl)propiolamides has been established. In this protocol, noble transition metal, prefunctionalized selenylation reagent, strong chemical oxidant are not employed. This feature wide substrate scope, good functional group tolerance, easy operation, employing earth‐abundant metal as catalyst green air oxidant. Furthermore, several derivatizations performed to showcase practicability our strategy.

Language: Английский

Citations

1

Photocatalyzed Acylation of Azauracil Derivatives with Aldehydes DOI
Yi Wang, Lianghong Liu,

Peng Deng

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 11083 - 11087

Published: July 24, 2024

A novel approach for the acylation of azauracil derivatives with aldehydes has been developed utilizing sodium decatungstate (NaDT) as a photocatalyst. This method demonstrates broad substrate tolerance and yields moderate to excellent outcomes. Notably, it aligns green chemistry principles by eliminating oxidants, eco-friendly energy sources, offering high scalability operational simplicity.

Language: Английский

Citations

1

Synthesis of 2-substituted 3-trifluoromethylselenoindoles via a SeCF3 migration reaction DOI
Yangjie Huang, Zipeng Zhang, Hui Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(14), P. 3968 - 3973

Published: Jan. 1, 2024

The synthesis of 2-substituted 3-trifluoromethylselenoindoles via a zinc-mediated SeCF 3 migration is reported.

Language: Английский

Citations

0

Synthesis of Trifluoromethylselenolated Spiro[5.5]trienones/Spiro[4.5]trienones via Electrophilic Trifluoromethylselenolation Cyclization and Dearomatization DOI Open Access
Jia Wang, Jiaqi Niu,

Mingjiang Geng

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 15, 2024

Abstract An expedient strategy for the construction of trifluoromethylselenolated spiro[5.5]trienones/spiro[4.5]trienones through a cascade electrophilic trifluoromethylselenolation cyclization and dearomatization has been developed. This sequential process was induced by N ‐trifluoromethylselenophthalimide (Phth‐SeCF 3 ), which an efficient reagent. approach feature mild conditions, broad substrate scope, high functional group tolerance.

Language: Английский

Citations

0

Photoredox-Catalyzed Markovnikov Hydroamination of Alkenes with Azoles DOI

Jinhuan Nie,

Yutao Shi,

Mengran Gan

et al.

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

Published: Oct. 30, 2024

A visible-light induced intermolecular hydroamination of alkenes with azoles is reported, delivering pharmaceutically valuable N-benzyl in high yields excellent Markovnikov selectivity. Mechanistic studies suggest that the process initiated by energy transfer excited photocatalyst alkenes, followed single electron reduction, protonation, and subsequent oxidation to afford key alkyl carbocation intermediate. This protocol exhibits advantages broad functional group tolerance, atom economy, efficiency, mild reaction conditions.

Language: Английский

Citations

0