Controllable chemoselectivity in the reaction of 2H-indazoles with alcohols under visible-light irradiation: synthesis of C3-alkoxylated 2H-indazoles and ortho-alkoxycarbonylated azobenzenes
A high chemoselectivity in the visible-light-induced reaction of 2H-indazoles with alcohols controlled by the reaction atmosphere (N2 or O2) was achieved. Under a N2 atmosphere, an alkoxylation of 2H-indazoles with alcohols in the presence of Mes-Acr+ClO4− as a photosensitizer and Selectfluor as an...
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Veröffentlicht in: | Organic chemistry frontiers an international journal of organic chemistry 2021-08, Vol.8 (15), p.4230-4236 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A high chemoselectivity in the visible-light-induced reaction of 2H-indazoles with alcohols controlled by the reaction atmosphere (N2 or O2) was achieved. Under a N2 atmosphere, an alkoxylation of 2H-indazoles with alcohols in the presence of Mes-Acr+ClO4− as a photosensitizer and Selectfluor as an oxidant generated C3-alkoxylated 2H-indazoles in high yields. Under an O2 atmosphere in the absence of Selectfluor, the reaction underwent a ring opening of 2H-indazoles to afford unsymmetrical ortho-alkoxycarbonylated azobenzenes in good yields. |
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ISSN: | 2052-4110 2052-4110 |
DOI: | 10.1039/d1qo00592h |