Direct construction of 2-alkylbenzo-1,3-azoles via C-H activation of alkanes for C-C and C-X (X = O, S) bond formation

Direct construction of 2-alkylbenzo-1,3-azoles via C-H activation of alkanes for C-C and C-X (X = O, S) bond formation

Copper catalyzed straightforward synthesis of 2-alkylbenzoxa(thia)azoles from aryl isocyanates/isothiocyanates and simple alkanes is reported. The protocol utilizes ditertiary butyl peroxide (DTBP) as a radical initiator and involves sequential formation of C-C and C-X (X = O, S) bonds followed by a...

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Veröffentlicht in:Organic & biomolecular chemistry 2015-03, Vol.13 (9), p.2606-2611
Hauptverfasser: Yadav, Arvind K, Yadav, Lal Dhar S
Format: Artikel
Sprache:eng
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Zusammenfassung:Copper catalyzed straightforward synthesis of 2-alkylbenzoxa(thia)azoles from aryl isocyanates/isothiocyanates and simple alkanes is reported. The protocol utilizes ditertiary butyl peroxide (DTBP) as a radical initiator and involves sequential formation of C-C and C-X (X = O, S) bonds followed by aromatization in a one-pot procedure.
ISSN:1477-0520
1477-0539
DOI:10.1039/c4ob02488e