Indium()-catalyzed efficient synthesis of 3-arylhydrazonoindolin-2-ones and their fluorescent metal sensing studies

An efficient and facile In( iii )-catalyzed reaction of 3-diazoindolin-2-ones with different arylhydrazines is demonstrated. This approach offers a rapid synthetic route to diversely functionalized 3-arylhydrazonoindolin-2-ones in good yields. This novel protocol introduces biologically and photo-fu...

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Bibliographic Details
Published inNew journal of chemistry Vol. 46; no. 8; pp. 364 - 3644
Main Authors Devkota, Shreedhar, Mohandoss, Sonaimuthu, Lee, Yong Rok
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.02.2022
Royal Society of Chemistry
Subjects
Chemical synthesis
Chemistry
Chemistry, Multidisciplinary
Fluorescence
Heavy metals
Hydrazones
Physical Sciences
Science & Technology
HYDRAZONES
INSERTION
DYES
ISATINS
SCHIFF
CRYSTAL-STRUCTURE
DIAZO-COMPOUNDS
MANNICH-BASES
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Summary:An efficient and facile In( iii )-catalyzed reaction of 3-diazoindolin-2-ones with different arylhydrazines is demonstrated. This approach offers a rapid synthetic route to diversely functionalized 3-arylhydrazonoindolin-2-ones in good yields. This novel protocol introduces biologically and photo-functionally interesting hydrazones at the 3-position of indolin-2-ones. The synthesized compounds are further used to investigate their fluorescence responses toward heavy metal ions. In( iii )-catalyzed strategy for the preparation of 3-arylhydrazonoindolin-2-ones from 3-diazoindoles is developed and used for Fe 3+ and Hg 2+ ion sensing.
Bibliography:10.1039/d1nj05715d
Electronic supplementary information (ESI) available: Experimental procedures, characterization data. See DOI
ISSN:1144-0546
1369-9261
DOI:10.1039/d1nj05715d