Manganese-Mediated Electrochemical Dearomatization of Indoles To Access 2‑Azido Spirocyclic Indolines

An efficient and environmentally friendly electrochemical protocol for dearomatization of indoles was developed, delivering a series of azido-containing spirocyclic indolines with good functional group tolerance. This dearomatization process is proposed to result from the oxidation of MnII–N3 specie...

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Veröffentlicht in:Journal of organic chemistry 2022-12, Vol.87 (23), p.16106-16110
Hauptverfasser: Mo, Kangdong, Zhou, Xiaocong, Wu, Ju, Zhao, Yufen
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Sprache:eng
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Zusammenfassung:An efficient and environmentally friendly electrochemical protocol for dearomatization of indoles was developed, delivering a series of azido-containing spirocyclic indolines with good functional group tolerance. This dearomatization process is proposed to result from the oxidation of MnII–N3 species, supported by cyclic voltammetry experiments. Moreover, synthetic transformations can provide an alternative approach to a range of functionalized indolines.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c02017