Nickel-Catalyzed Reductive Arylation of α‑Bromo Sulfoxide

Nickel-Catalyzed Reductive Arylation of α‑Bromo Sulfoxide

A nickel-catalyzed cross-electrophile coupling of aryl iodides with α-bromo sulfoxide to access a diverse array of aryl benzyl sulfoxides has been discovered. These reactions occurred under mild conditions with excellent functional group tolerance so that optically enriched sulfoxides could be coupl...

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Veröffentlicht in:Organic letters 2023-12, Vol.25 (51), p.9153-9157
Hauptverfasser: Liu, Qiang, Lin, Tingzhi, Wang, Yan-en, Liang, Wenbiao, Cao, Liuying, Sheng, Xutao, Xiong, Dan, Mao, Jianyou
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container_end_page 9157
container_issue 51
container_start_page 9153
container_title Organic letters
container_volume 25
creator Liu, Qiang
Lin, Tingzhi
Wang, Yan-en
Liang, Wenbiao
Cao, Liuying
Sheng, Xutao
Xiong, Dan
Mao, Jianyou
description A nickel-catalyzed cross-electrophile coupling of aryl iodides with α-bromo sulfoxide to access a diverse array of aryl benzyl sulfoxides has been discovered. These reactions occurred under mild conditions with excellent functional group tolerance so that optically enriched sulfoxides could be coupled with aryl iodides, generating corresponding sulfoxides with excellent stereochemical integrity. Furthermore, the scalability of this transformation was demonstrated. Initial mechanistic studies revealed that the reaction undergoes a radical pathway.
doi_str_mv 10.1021/acs.orglett.3c03619
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title Nickel-Catalyzed Reductive Arylation of α‑Bromo Sulfoxide
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