DABCO Mediated Sulfur Activation‐Intramolecular De‐Nitration Strategy for the Synthesis of Novel Dihydrothiochromeno[4,3‐ c ]pyrazoles

A facile and highly efficient metal‐free approach has been unfolded for the synthesis of novel dihydrothiochromeno[4,3‐ c ]pyrazoles using elemental sulfur as a powerful sulfurating reagent. This method includes sp 2  C−H functionalization followed by sp 2  C−NO 2 group displacement using elemental...

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Bibliographic Details
Published in:Asian journal of organic chemistry 2023-09, Vol.12 (9)
Main Authors: Deepika, Paul, Avijit K., Malakar, Chandi C., Bansal, Ajay, Singh, Virender
Format: Article
Language:English
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Summary:A facile and highly efficient metal‐free approach has been unfolded for the synthesis of novel dihydrothiochromeno[4,3‐ c ]pyrazoles using elemental sulfur as a powerful sulfurating reagent. This method includes sp 2  C−H functionalization followed by sp 2  C−NO 2 group displacement using elemental sulfur as an odourless sulfur source activated by DABCO in DMSO. Using the developed synthetic strategy, a library of 29 novel dihydrothiochromeno[4,3‐ c ]pyrazoles, incorporating two pharmacologically important scaffolds has been synthesized in 52–76% yield with a broad substrate scope. A sensible mechanistic proposal has been projected based on control experiments.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.202300289