Visible-Light-Driven Synthesis of Alkenyl Thiocyanates: Novel Building Blocks for Diverse Sulfur-Containing Molecular Assembly DOI Creative Commons
Helena F. Piedra, Manuel Plaza

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

Published: Jan. 1, 2024

A new photochemical method to prepare alkenyl thioethers under both batch and continuous flow conditions is presented. These versatile building blocks enable the synthesis of various organosulfur compounds, highlighting utility this procedure.

Language: Английский

Photoinduced halogen-bonding enabled synthesis of oxindoles and isoindolinones from aryl iodides DOI

Wen‐Xin Tang,

Kun‐Quan Chen,

Dequn Sun

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 21(4), P. 715 - 718

Published: Nov. 17, 2022

We report the use of halogen bonding (XB) for generation aryl radicals from halides under blue light irradiation and applied it in radical generation/1,5-hydrogen-atom transfer/radical cyclization cascade reactions synthesis oxindoles isoindolinones. On basis experimental studies, we propose that DBU can serve as a suitable XB acceptor with formation photoactive electron donor complex.

Language: Английский

Citations

8
Direct Light‐Enabled Access to α‐Boryl Radicals: Application in the Stereodivergent Synthesis of Allyl Boronic Esters** DOI Creative Commons

Alessandro Marotta,

Fang Hao,

Callum E. Adams

et al.

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 135(34)

Published: June 16, 2023

Abstract Operationally simple strategies to assemble boron containing organic frameworks are highly enabling in synthesis. While conventional retrosynthetic logic has engendered many platforms focusing on the direct formation of C−B bonds, α‐boryl radicals have recently reemerged as versatile open‐shell alternatives access organoborons via adjacent C−C bond formation. Direct light‐enabled α‐activation is currently contingent photo‐ or transition metal‐catalysis activation efficiently generate radical species. Here, we disclose a facile α‐halo boronic esters using only visible light and Lewis base enable homolytic scission. Intermolecular addition styrenes facilitates rapid construction E ‐allylic esters. The simplicity permits strategic merger this construct with selective energy transfer catalysis complimentary stereodivergent synthesis Z

Language: Английский

Citations

4
Halogen Bond (XB) Promoted α-Tribromomethylation of N-Aryltetrahydroisoquinolines and Further Cyclization to 5,6-Dihydroindolo[2,1-a]isoquinolines DOI
Yuemei Li, Shuwei Zhang, Han Ding

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(15), P. 11310 - 11321

Published: July 13, 2023

Using CBr4 as a halogen bond donor and the source of tribromomethyl group, promoted tribromomethylation N-aryltetrahydroisoquinolines was achieved. This reaction also extended to construction dibenzopyrrocoline alkaloid skeleton through one-pot process. The mechanistic study confirmed existence bond.

Language: Английский

Citations

4
Photo-induced C(sp2)–H difluoroalkylation of anilines DOI

Xing‐Li Zhu,

Hua Wang,

Chen-Kai Zhai

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(4), P. 720 - 724

Published: Jan. 1, 2024

Light-promoted direct aromatic C–H difluroalkylation of aniline derivatives with bromodifluoro esters and amides has been disclosed. This reaction operates under catalyst-free conditions features a broad substrate scope.

Language: Английский

Citations

1
Visible-Light-Driven Synthesis of Alkenyl Thiocyanates: Novel Building Blocks for Diverse Sulfur-Containing Molecular Assembly DOI Creative Commons
Helena F. Piedra, Manuel Plaza

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

Published: Jan. 1, 2024

A new photochemical method to prepare alkenyl thioethers under both batch and continuous flow conditions is presented. These versatile building blocks enable the synthesis of various organosulfur compounds, highlighting utility this procedure.

Language: Английский

Citations

1