[Omim]Cl/FeCl3-catalyzed cross-dehydrogenative-coupling of 1,4-benzoxazinones with various indoles

A novel C(sp 3 )–C(sp 2 ) cross-dehydrogenative-coupling procedure was developed for the reaction of benzoxazin-2-ones with indole derivatives. Thus, ionic liquid-mediated coupling of 1,4-benzoxazinone derivatives with indoles were observed in which [Omim]Cl/FeCl 3 acted as both the solvent and the...

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Veröffentlicht in:Journal of the Iranian Chemical Society 2020-10, Vol.17 (10), p.2471-2480
Hauptverfasser: Sharifi, Ali, Moazami, Maryam, Abaee, M. Saeed, Mirzaei, Mojtaba
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Sprache:eng
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Zusammenfassung:A novel C(sp 3 )–C(sp 2 ) cross-dehydrogenative-coupling procedure was developed for the reaction of benzoxazin-2-ones with indole derivatives. Thus, ionic liquid-mediated coupling of 1,4-benzoxazinone derivatives with indoles were observed in which [Omim]Cl/FeCl 3 acted as both the solvent and the catalyst. Under [Omim]Cl/FeCl 3 -TBHP conditions, derivatives of 1 coupled at room temperature with indoles bearing various substituents to give the target products in good yields and within 0.5–2 h time period. The procedure is relatively environmentally friendly and is applicable to several derivatives of both reactants to access the desired products.
ISSN:1735-207X
1735-2428
DOI:10.1007/s13738-020-01941-y