Copper-Catalyzed Thiolation of Hydrazones with Sodium Sulfinates: A Straightforward Synthesis of Benzylic Thioethers

A facile and sustainable protocol for the thiolation of hydrazones with sodium sulfinates has been developed in the presence of CuBr2 and DBU in DMF to afford diverse benzylic thioethers. Control experiments reveal a radical pathway involving a thiyl radical as a key intermediate.

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Veröffentlicht in:Journal of organic chemistry 2023-01, Vol.88 (1), p.475-482
Hauptverfasser: Pandey, Anand Kumar, Chand, Shiv, Sharma, Anup Kumar, Singh, Krishna Nand
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container_title Journal of organic chemistry
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creator Pandey, Anand Kumar
Chand, Shiv
Sharma, Anup Kumar
Singh, Krishna Nand
description A facile and sustainable protocol for the thiolation of hydrazones with sodium sulfinates has been developed in the presence of CuBr2 and DBU in DMF to afford diverse benzylic thioethers. Control experiments reveal a radical pathway involving a thiyl radical as a key intermediate.
doi_str_mv 10.1021/acs.joc.2c02451
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subjects Catalysis
Copper
Hydrazones
Sodium
Sulfides
title Copper-Catalyzed Thiolation of Hydrazones with Sodium Sulfinates: A Straightforward Synthesis of Benzylic Thioethers
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