Visible light-induced organo-photocatalyzed route to synthesize substituted pyrazoles

The synthesis of tetra-substituted pyrazoles holds significant synthetic value and has been accomplished through an organo-photocatalyzed decarboxylative intramolecular cyclization using readily available 1,2-diaza-1,3-dienes and α-ketoacids. This method allows for the systematic synthesis of substi...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2024-03, Vol.22 (12), p.2384-2388
Main Authors: Pal, Koustav, Srinivasu, Vinjamuri, Biswas, Sourabh, Sureshkumar, Devarajulu
Format: Article
Language:English
Subjects:
Dienes
Light effects
Oxidants
Oxidizing agents
Pyrazole
Pyrazoles
Substitutes
Synthesis
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Summary:The synthesis of tetra-substituted pyrazoles holds significant synthetic value and has been accomplished through an organo-photocatalyzed decarboxylative intramolecular cyclization using readily available 1,2-diaza-1,3-dienes and α-ketoacids. This method allows for the systematic synthesis of substituted pyrazole derivatives. Notably, this approach is characterized by its metal-free and oxidant-free nature, offering distinct advantages such as short reaction times and exceptionally mild reaction conditions. The developed methodology enables the efficient construction of tetra-substituted pyrazoles, expanding the available chemical space for exploration and opening up potential applications in various scientific fields. Herein we developed an efficient organo-photocatalytic method to synthesize tetra-substituted pyrazole derivatives using azoalkenes via [4 + 1] annulation strategy with in situ generated acyl radical using visible-light under milder reaction conditions.
ISSN:1477-0520
1477-0539
DOI:10.1039/d4ob00248b