Metal-free efficient thiolation of C(sp(2)) functionalization via in situ-generated NHTS for the synthesis of novel sulfenylated 2-aminothiazole and imidazothiazole

A direct metal-free approach for the synthesis of novel sulfenylated 2-aminothiazole and imidazothiazole derivatives at room temperature is reported via an in situ-generated electrophilic thiolating agent. The present protocol provides mild and selective access for the insertion of C-S bond function...

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Bibliographic Details
Published inNew journal of chemistry Vol. 45; no. 10; pp. 4632 - 4637
Main Authors Kadam, Shuddhodan N., Ambhore, Ajay N., Kamble, Rahul D., Wakhradkar, Mahesh G., Gavhane, Priya D., Gaikwad, Milind V., Gunturu, Krishna Chaitanya, Dawane, Bhaskar S.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 15.03.2021
Royal Society of Chemistry
Subjects
Chemistry
Chemistry, Multidisciplinary
Density functional theory
Physical Sciences
Reaction mechanisms
Room temperature
Science & Technology
Synthesis
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Summary:A direct metal-free approach for the synthesis of novel sulfenylated 2-aminothiazole and imidazothiazole derivatives at room temperature is reported via an in situ-generated electrophilic thiolating agent. The present protocol provides mild and selective access for the insertion of C-S bond functionalization with good yield. The mechanistic path was justified via density functional theory (DFT) calculations, which explore the role of the solvent in the reaction mechanism.
ISSN:1144-0546
1369-9261
DOI:10.1039/d0nj05904h