PIDA as an Iodinating Reagent: Visible‐Light‐Induced Iodination of Pyrazolo[1,5‐a]pyrimidines and Other Heteroarenes DOI

Suvam Paul,

Sourav Das,

Tathagata Choudhuri

et al.

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 4, 2024

We have developed a visible-light-mediated convenient and efficient strategy for the iodination of heteroarenes using diacetoxyiodobenzene (PIDA) under photocatalyst-free conditions. This unique approach is first report on photocatalytic C-H employing PIDA as iodinating agent. The new applicable to wide range pyrazolo[1,5-a]pyrimidine derivatives with various functionalities. Iodination other electron-rich heterocycles like imidazo[1,2-a]pyridine, imidazo[1,2-a]pyrimidine, imidazo[2,1-b]thiazole, benzo[d]imidazo[2,1-b]thiazole, pyrazoles has been accomplished this benign protocol. usefulness 3-iodo synthetic intermediate in synthesizing functionalized pyrazolo[1,5-a]pyrimidines demonstrated.

Language: Английский

Photocatalyst-Free Visible-Light-Promoted C–H Selenylation of Pyrazolo[1,5-a]pyrimidines DOI
Avik Kumar Bagdi, Papiya Sikdar,

Tathagata Choudhuri

et al.

Synthesis, Journal Year: 2023, Volume and Issue: 55(21), P. 3693 - 3699

Published: July 6, 2023

Abstract A new method has been developed for the C–H selenyl­ation of pyrazolo[1,5-a]pyrimidine derivatives under irradiation visible light. This photocatalyst-free strategy is applicable to a wide range pyrazolo[1,5-a]pyrimidines with broad functionalities. The salient features are mild reaction conditions, use bench-stable oxidant, high regioselectivity, and scalability.

Language: Английский

Citations

5
Tunable Regioselective Allylic Alkylation/Iodination of Imidazoheterocycles in Water DOI

Suvam Paul,

Tathagata Choudhuri,

Sourav Das

et al.

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

Citations

1
PIDA as an Iodinating Reagent: Visible‐Light‐Induced Iodination of Pyrazolo[1,5‐a]pyrimidines and Other Heteroarenes DOI

Suvam Paul,

Sourav Das,

Tathagata Choudhuri

et al.

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 4, 2024

We have developed a visible-light-mediated convenient and efficient strategy for the iodination of heteroarenes using diacetoxyiodobenzene (PIDA) under photocatalyst-free conditions. This unique approach is first report on photocatalytic C-H employing PIDA as iodinating agent. The new applicable to wide range pyrazolo[1,5-a]pyrimidine derivatives with various functionalities. Iodination other electron-rich heterocycles like imidazo[1,2-a]pyridine, imidazo[1,2-a]pyrimidine, imidazo[2,1-b]thiazole, benzo[d]imidazo[2,1-b]thiazole, pyrazoles has been accomplished this benign protocol. usefulness 3-iodo synthetic intermediate in synthesizing functionalized pyrazolo[1,5-a]pyrimidines demonstrated.

Language: Английский

Citations

1