Mechanochemically Induced Thianthrenium Salts-Based\nArylation of Diverse Heterocyclic Scaffolds

Herein,\na mechanochemically triggered C–H arylation of coumarins,\nquinoline-<i>N</i>-oxides, and uracil molecules with aryl\nthianthrenium salts is described. Aryl thianthrenium salts are primarily\nacknowledged for their expedient reusability and adherence to atom\neconomy principles. Mechanistic studies suggested that mechanical\nstress promoted the homolytic scission of C–S bond of aryl\nthianthrenium salts, forming aryl radical intermediate. Later, the\naryl radical intermediate is engaged in addition reaction with the\nabove heterocycles, leading to the desired products in good yields.\nThis versatile protocol accommodates a wide range of functional groups\nand facilitates the synthesis of bioactive compounds and drug molecules.

Publication Details

Journal
Figshare
Published
2024-08-15
DOI
https://doi.org/10.1021/acssuschemeng.4c03163.s001
Primary Topic
Crystallography and molecular interactions
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Mechanochemically Induced Thianthrenium Salts-Based\nArylation of Diverse Heterocyclic Scaffolds

Figshare
Crystallography and molecular interactions
article

Mechanochemically Induced Thianthrenium Salts-Based\nArylation of Diverse Heterocyclic Scaffolds

article en

Abstract

Herein,\na mechanochemically triggered C–H arylation of coumarins,\nquinoline-<i>N</i>-oxides, and uracil molecules with aryl\nthianthrenium salts is described. Aryl thianthrenium salts are primarily\nacknowledged for their expedient reusability and adherence to atom\neconomy principles. Mechanistic studies suggested that mechanical\nstress promoted the homolytic scission of C–S bond of aryl\nthianthrenium salts, forming aryl radical intermediate. Later, the\naryl radical intermediate is engaged in addition reaction with the\nabove heterocycles, leading to the desired products in good yields.\nThis versatile protocol accommodates a wide range of functional groups\nand facilitates the synthesis of bioactive compounds and drug molecules.

Figshare
Openalex Percentile: Top 59%
Crystallography and molecular interactions
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.