Tunable base-controlled chemoselective synthesis of trifluoromethyl-containing N-substituted benzimidazole-2-thiones and monofluorinated 4H-benzo[4,5]imidazo[2,1-b][1,3]thiazine DOI

Yupian Deng,

Yuhao Qian,

Jia‐Qi Huang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 26, 2024

A base-controlled synthesis of N -β-CF 3 -substituted 2 H -benzo[ d ]imidazole-2-thiones and 2-fluoro-4 -benzo[4,5]imidazo[2,1- b ][1,3]thiazines via hydroamination or defluorinative cyclizations α-CF -styrenes with 2-mercaptobenzimidazole was developed.

Language: Английский

Recent Advances in Green Multi-Component Reactions for Heterocyclic Compound Construction DOI
Xinwei Shen, Gang Hong, Limin Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This review highlights the recent advances in multi-component reactions for synthesizing heterocyclic compounds via green approaches including photoredox catalysis, electrochemical activation, catalyst-free methods and use of water as sole solvent.

Language: Английский

Citations

1
Synthesis of 2-Organoselenyl Quinolines via Electro-Oxidative Selenocyclization of Isocyanides DOI
Peng‐Fei Huang,

Jia-Le Fu,

Zhi-Gang Quan

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 12, 2025

Organoselenium compounds and quinolines are widely used in drugs materials. Herein, we report an electro-oxidative cyclization between isocyanides diselenides to effectively synthesize 2-organoselenyl a simple undivided cell without transition-metal catalysts or toxic oxidants. Gram-scale synthesis postsynthetic modifications highlighted the practicality of this electrochemical strategy. A series produced with up 82% yield, good functional group tolerance high atom efficiency under room temperature.

Language: Английский

Citations

0
Divergent Synthesis of Benzo[4,5]imidazo[2,1-b][1,3]thiazines and α-Trifluoromethyl-β-arylthio Tertiary Alcohols from 2-Mercaptobenzimidazoles and α-CF3 Alkenes DOI
Bin Wang,

Hua Kuan Lin,

Ziren Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(44), P. 9610 - 9616

Published: Oct. 25, 2024

An efficient and metal-free approach for the divergent synthesis of 2-fluoro-3-aryl-4H-benzo[4,5]imidazo[2,1-b][1,3]thiazines α-trifluoromethyl-β-arylthio tertiary alcohols from 2-mercaptoimidazoles α-CF3 alkenes has been developed. The chemoselectivity was well controlled by base or light; a series were afforded via base-mediated sequential SN2′- SNV-type reactions. Meanwhile, could be selectively achieved through visible-light-driven electron donor–acceptor (EDA) complex-initiated radical cascade thiolation/hydroxylation in absence base, transition metal, external photocatalyst.

Language: Английский

Citations

2
Tunable base-controlled chemoselective synthesis of trifluoromethyl-containing N-substituted benzimidazole-2-thiones and monofluorinated 4H-benzo[4,5]imidazo[2,1-b][1,3]thiazine DOI

Yupian Deng,

Yuhao Qian,

Jia‐Qi Huang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 26, 2024

A base-controlled synthesis of N -β-CF 3 -substituted 2 H -benzo[ d ]imidazole-2-thiones and 2-fluoro-4 -benzo[4,5]imidazo[2,1- b ][1,3]thiazines via hydroamination or defluorinative cyclizations α-CF -styrenes with 2-mercaptobenzimidazole was developed.

Language: Английский

Citations

0