Synthesis of Dihalonaphthalenes via Silver-Catalyzed Halogenation and Electrophilic Cyclization of Terminal Alkynols DOI
Huanliang Hong, Li Wang, Yuyan Xu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(35), P. 7387 - 7392

Published: Aug. 23, 2024

Herein, we report a silver-catalyzed halogenation and electrophilic cyclization reaction based on the trifunctionalization of terminal alkynols with NBS or iodine monochloride in step-efficient synthetic way to produce homo/heterodihalogenated naphthalene derivatives bearing two different halogen atoms moderate good yields. This methodology readily accommodates various functional groups, including electron-withdrawing nitro, cyano, acid-sensitive dioxazolyl, alkoxy groups.

Language: Английский

Selective Access to Functional Fluoroenones via Palladium-Catalyzed Selenofluoroalkylacylation of Terminal Alkynes DOI
Ya Li,

Dian Dong,

Lintong Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(4), P. 906 - 911

Published: Jan. 19, 2024

The trifluoromethylacyl group (-COCF

Language: Английский

Citations

7
Electron-donor-acceptor (EDA) complex-driven regioselective vicinal and oxidative geminal functionalization of alkynes† DOI

Dinabandhu Barik,

Nikita Chakraborty, Ashish Kumar Sahoo

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

A visible-light-initiated electron-donor-acceptor (EDA) complex-driven regioselective vicinal and oxidative geminal thiosulfonylation of alkynes is presented. Organic thiosulfonates act as an acceptor, producing either sulfonyl (RSO

Language: Английский

Citations

2
Chemoselective Synthesis of α-Halo-α,α-difluoromethyl Ketones from Trimethyl(phenylethynyl)silane DOI

Xiao‐Yan Bai,

Yuye Bai,

Ya Li

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(21), P. 4508 - 4513

Published: May 21, 2024

Here, we describe a novel strategy for chemoselective synthesis of α-halo-α,α-difluoromethyl ketones (−COCF3 and −COClCF2 motifs) from trimethyl(phenylethynyl)silane under catalyst-free mild conditions. Commercially available Selectfluor or additional NaCl as halogen reagent was employed to complete this transformation, thereby demonstrating the potential synthetic value new reaction in organic synthesis.

Language: Английский

Citations

1
Metal−Free Radical Selenothiocyanation of Terminal and Internal Alkynes DOI
Jiabin Chen, Xiaoyan Bai, Hao‐Bo Jiang

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(74), P. 10196 - 10199

Published: Jan. 1, 2024

A method for inducing direct selenothiocyanation from both terminal and internal alkynes through a radical process is proposed under metal-free conditions.

Language: Английский

Citations

1
Silver-Mediated Acetoxyselenylation of Alkynes: Mild Stereoselective Access to Bifunctional Alkenes DOI

Xiao‐Yan Bai,

Jiabin Chen,

Hongxuan Du

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 9811 - 9816

Published: Nov. 13, 2024

Herein, we report a AgF-mediated regio- and stereoselective acetoxyselenylation of terminal/internal alkynes from iodobenzene dicarboxylate [PhI(OCOR)2] diorganyl diselenides via multiple-site functionalization to afford β-selenyl enol esters in good yields. Alkynes derived bioactive molecules, such as l(−)-borneol, l-menthol, acyne oxalate, are also suitable for this transformation the expected compounds.

Language: Английский

Citations

1
Cu@CuFe2O4 nanoparticles catalyzed oxidative functionalization of alkynes: Access to α,α‐dichloro ketones DOI

Huahui Wang,

Sichao Wu,

Xianghua Zeng

et al.

Applied Organometallic Chemistry, Journal Year: 2024, Volume and Issue: 38(8)

Published: June 12, 2024

In this study, novel Cu@CuFe 2 O 4 nanoparticles were prepared by virtue of a simple method. By utilizing compatible system involving N‐chlorosuccinimide (NCS) as the chlorine source and magnetic (NPs) recyclable catalyst, we present practical method for directly obtaining aryl α,α ‐dichloroketones in aqueous trifluoroethanol (TFE). The catalyst was recovered reused up to five times with no significant decrease activity. current study provides foundational raw material subsequent synthesis chlorinated functional molecules, which is achieved through mild transformation arylalkynes using readily available commercial feedstocks exhibiting good tolerance various substituents on aromatic ring, including aliphatic alkyne. This heterogeneous may be used numerous industrial applications because its merits, such considerable recyclability, low requirement loading, cost‐effectiveness, ease handling.

Language: Английский

Citations

0
Synthesis of Dihalonaphthalenes via Silver-Catalyzed Halogenation and Electrophilic Cyclization of Terminal Alkynols DOI
Huanliang Hong, Li Wang, Yuyan Xu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(35), P. 7387 - 7392

Published: Aug. 23, 2024

Herein, we report a silver-catalyzed halogenation and electrophilic cyclization reaction based on the trifunctionalization of terminal alkynols with NBS or iodine monochloride in step-efficient synthetic way to produce homo/heterodihalogenated naphthalene derivatives bearing two different halogen atoms moderate good yields. This methodology readily accommodates various functional groups, including electron-withdrawing nitro, cyano, acid-sensitive dioxazolyl, alkoxy groups.

Language: Английский

Citations

0