Three‐Component Synthesis of Fluorescent 1,4‐Benzothiazin‐2‐ones Through Thiol‐Free Iodine‐Catalyzed Cyclization

Abstract A convergent synthesis of 2 H ‐benzo[ b ][1,4]thiazin‐2‐one was achieved via iodine‐catalyzed three‐component reaction. This strategy involves the formation of two new C−S bonds and a C−N bond from the readily available precursors ‐ aryl methyl ketones, p ‐anisidine, and elemental sulfur to generate the desired heterocycle in moderate to good yields. As the synthesized benzothiazine‐2‐ones are fluorescent under UV light, photophysical properties like solid‐state emission, solvatochromism, Aggregation Induced Emission (AIE), and the relative quantum yields of the compounds were measured which proves them to be a potential candidate for the development of optoelectronic devices.

Authors

Institutions

Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-08-09
DOI
https://doi.org/10.1002/ejoc.202400715
Citations
2
Primary Topic
Phenothiazines and Benzothiazines Synthesis and Activities
Type
article
Field-Weighted Citation Impact
0.47

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Three‐Component Synthesis of Fluorescent 1,4‐Benzothiazin‐2‐ones Through Thiol‐Free Iodine‐Catalyzed Cyclization

C. Uma Maheswari, Karthiyayini Gnanaoli, Deepan Babu Rajkumar, Kirubashini Krishnamoorthy
2 citations
European Journal of Organic Chemistry
Phenothiazines and Benzothiazines Synthesis and Activities
0.47
article

Three‐Component Synthesis of Fluorescent 1,4‐Benzothiazin‐2‐ones Through Thiol‐Free Iodine‐Catalyzed Cyclization

C. Uma Maheswari, Karthiyayini Gnanaoli, Deepan Babu Rajkumar, Kirubashini Krishnamoorthy
article en
2 citations

Abstract

Abstract A convergent synthesis of 2 H ‐benzo[ b ][1,4]thiazin‐2‐one was achieved via iodine‐catalyzed three‐component reaction. This strategy involves the formation of two new C−S bonds and a C−N bond from the readily available precursors ‐ aryl methyl ketones, p ‐anisidine, and elemental sulfur to generate the desired heterocycle in moderate to good yields. As the synthesized benzothiazine‐2‐ones are fluorescent under UV light, photophysical properties like solid‐state emission, solvatochromism, Aggregation Induced Emission (AIE), and the relative quantum yields of the compounds were measured which proves them to be a potential candidate for the development of optoelectronic devices.

European Journal of Organic ChemistryVol. 27(42)
SASTRA University (IN)
Science and Engineering Research Board
Openalex Percentile: Top 36%
Phenothiazines and Benzothiazines Synthesis and Activities
0.47
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.

Three‐Component Synthesis of Fluorescent 1,4‐Benzothiazin‐2‐ones Through Thiol‐Free Iodine‐Catalyzed Cyclization — C. Uma Maheswari, Karthiyayini Gnanaoli, et al. · European Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS