Cu(II)-Mediated Sulfonylation of (Hetero)arenes with TosMIC Using Monodentate Directing Groups

Monodentate chelation-assisted direct ortho-C-H sulfonylation of (hetero)arenes using TosMIC as the novel sulfonylating reagent has been developed. A broad range of substrates, including indolines, indoles, 2-phenylpyridines, and others were well tolerated to afford the corresponding products in moderate to good yields. Mechanistic studies revealed that the sulfonyl radical might be involved. Inspired by the above discovery, preliminary para-C-H sulfonylation of naphthalene substrate was also successfully realized. The current protocol featured with cheap metal catalysis, good functional group compatibility, and operational convenience.

Medienart:

E-Artikel

Erscheinungsjahr:

2024

Erschienen:

2024

Enthalten in:

Zur Gesamtaufnahme - volume:89

Enthalten in:

The Journal of organic chemistry - 89(2024), 6 vom: 15. März, Seite 3894-3906

Sprache:

Englisch

Beteiligte Personen:

Li, Yigao [VerfasserIn]
Meng, Zhuang [VerfasserIn]
Zhu, Xinju [VerfasserIn]
Hao, Xin-Qi [VerfasserIn]
Song, Mao-Ping [VerfasserIn]

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Journal Article

Anmerkungen:

Date Revised 15.03.2024

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1021/acs.joc.3c02730

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM36875796X