Selective Oxidative Methyl C–H Functionalization of Butylated Hydroxytoluene toward Arylimines/N-Heterocycles DOI
Jianyu Dong,

Shaofeng Wu,

Furong Geng

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(20), P. 14649 - 14658

Published: Oct. 10, 2023

A metal-free and selective oxidative methyl C-H functionalization of BHT with aniline compounds has been developed. This innovative method enables the facile efficient synthesis a diverse array BHT-functionalized N-containing skeletons, including arylamines, benzoxazoles, benzothiazoles, benzimidazoles, quinazolines, quinazolinones, all which are challenging to access. The control experiment involving TEMP18O suggests that radical adduct TEMPO benzyl may serve as an intermediate.

Language: Английский

Divergent synthesis of nitrogen heterocyclesviaH2O-mediated hydride transfer reactions DOI
Fangzhi Hu,

Zhipeng Sun,

Mengzhe Pan

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(13), P. 5134 - 5141

Published: Jan. 1, 2023

The H 2 O-promoted controllable synthesis of diverse 3-carboxyl and 3-acyl substituted tetrahydroquinolines 3,4-dihydroquinolin-2(1 )-ones from readily available feedstocks was developed by a hydride transfer strategy.

Language: Английский

Citations

19
Study on 1,4-hydride shift triggered spirocyclization of arylidene imidazolones: substituent control on formation of indane or tetrahydrobenzazepine systems DOI

Amir M. Al Mufti,

Viktoria А. Ikonnikova, Alexander Yu. Smirnov

et al.

Mendeleev Communications, Journal Year: 2025, Volume and Issue: 35(1), P. 18 - 21

Published: Jan. 1, 2025

Language: Английский

Citations

0
Hydride Transfer-Enabled Dearomative Spirocyclization of Isoxazoles with O-Alkyl ortho-Oxybenzaldehydes DOI

Lianyi Cao,

Shihai Yan, Fangzhi Hu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 17, 2025

The TfOH-catalyzed dearomative [5 + 1] annulations were developed for the construction of chromane-fused spiroisoxazolines from readily available 5-amino-isoxazoles and O-alkyl ortho-oxybenzaldehydes. "two-birds-with-one-stone" strategy featuring dearomatization α-C(sp3)–H bond functionalization oxygen was disclosed via a cascade condensation/[1,5]-hydride transfer/dearomative spirocyclization process. In addition, unprecedented direct isoxazoles achieved, which introduced new family member chemistry.

Language: Английский

Citations

0
Palladium-catalyzed and ligand-controlled divergent cycloadditions of vinylidenecyclopropane-diesters with para-quinone methides enabled by zwitterionic π-propargyl palladium species DOI Creative Commons
Jiahao Shen,

Yong-Jie Long,

Min Shi

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(11), P. 3214 - 3224

Published: Jan. 1, 2024

A palladium-catalyzed and ligand-controlled divergent synthesis of spiro-cyclohexadienones from p -quinone methides VDCP-diesters was realized via zwitterionic π-propargyl palladium species the mechanism clarified by DFT calculations.

Language: Английский

Citations

2
A single-pot synthesis of 4-hydroxybenzophenones via acid-catalyzed alkoxylation of p-quinone methides followed by DDQ-assisted oxo-demethoxylation DOI

Jasbir Kaur Mahey,

Chunilal B. Pawara,

Sumit B. Kamble

et al.

New Journal of Chemistry, Journal Year: 2023, Volume and Issue: 47(39), P. 18419 - 18429

Published: Jan. 1, 2023

A single-pot, two-step approach has been established based on the alkoxylation of p-QMs using readily accessible Amberlyst-15 and DDQ-assisted oxo-demethoxylation to synthesize highly valuable 4-hydroxybenzophenones (81–99%) at room temperature.

Language: Английский

Citations

1
Six-membered ring systems: With O and/or S atoms DOI
Clementina M.M. Santos, Artur M. S. Silva

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 421 - 484

Published: Jan. 1, 2024

Language: Английский

Citations

0
Selective Oxidative Methyl C–H Functionalization of Butylated Hydroxytoluene toward Arylimines/N-Heterocycles DOI
Jianyu Dong,

Shaofeng Wu,

Furong Geng

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(20), P. 14649 - 14658

Published: Oct. 10, 2023

A metal-free and selective oxidative methyl C-H functionalization of BHT with aniline compounds has been developed. This innovative method enables the facile efficient synthesis a diverse array BHT-functionalized N-containing skeletons, including arylamines, benzoxazoles, benzothiazoles, benzimidazoles, quinazolines, quinazolinones, all which are challenging to access. The control experiment involving TEMP18O suggests that radical adduct TEMPO benzyl may serve as an intermediate.

Language: Английский

Citations

0