Photocatalyzed C3–H Nitrosylation of Imidazo[1,2-a]pyridine under Continuous Flow and External Photocatalyst-, Oxidant-, and Additive-Free Conditions

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(11), P. 7521 - 7530

Published: May 16, 2024

This study reports a protocol for the highly regioselective photocatalyzed C–H nitrosylation of imidazo[1,2-a]pyridine scaffolds at C3 position under combination visible-light irradiation and continuous flow without any external photocatalyst. involves mild safe conditions shows good tolerance to air water along with excellent functional group compatibility site selectivity, generating various 3-nitrosoimidazo[1,2-a]pyridines in yields photocatalyst-, oxidant-, additive-free conditions.Notably, proposed reaction, which introduces chromophore NO into scaffolds, occurs efficiently additional photocatalyst owing intense light-absorption characteristics products. could guide future studies on development green organic-synthesis strategies wide variety potential applications.

Language: Английский

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Tunable Regioselective Allylic Alkylation/Iodination of Imidazoheterocycles in Water

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(3), P. 1492 - 1504

Published: Jan. 12, 2024

The switchable roles of allylic alcohol and molecular iodine as reagents catalysts have been demonstrated in the regioselective alkylation iodination imidazoheterocycles employing mixture alcohol-I2. First, we explored catalytic activity for allylation using an aqueous medium. a library other electron-rich heterocycles like indole, pyrazole, 4-hydroxy coumarin, 6-amino uracil has achieved by this methodology. efficiency I2 catalyst N-allylation azoles also demonstrated. Next, shown that could be beneficial under room temperature. Mechanistic studies indicate activation took place probably through halogen bonding, NMR show reaction did not proceed ether formation.

Language: Английский

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Pushing Boundaries: What’s Next in Metal-Free C–H Functionalization for Sulfenylation?

Topics in Current Chemistry, Journal Year: 2024, Volume and Issue: 382(2)

Published: April 12, 2024

Language: Английский

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Five-membered ring systems: With more than 1 N atom

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 211 - 257

Published: Jan. 1, 2024

Language: Английский

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