Synergistic promoting effect of ball milling and Fe(ii) catalysis for cross-dehydrogenative-coupling of 1,4-benzoxazinones with indoles

In this work, a novel C(sp3)–C(sp2) cross-dehydrogenative-coupling method is developed to react benzoxazin-2-one derivatives with various indoles. As a result, combined use of ball milling and Fe(ii) catalysis leads to rapid coupling of 1,4-benzoxazinones with derivatives of indole. Under the condit...

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Autores principales:	Sharifi Ali, Babaalian Zahra, Abaee M. Saeed, Moazami Maryam, Mirzaei Mojtaba
Formato:	article
Lenguaje:	EN
Publicado:	De Gruyter 2021
Materias:	ball mill benzoxazinones cdc reactions heterocycles Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/ddd89aab62a54b53a051a42dad4d125a
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spelling	oai:doaj.org-article:ddd89aab62a54b53a051a42dad4d125a2021-12-05T14:10:50ZSynergistic promoting effect of ball milling and Fe(ii) catalysis for cross-dehydrogenative-coupling of 1,4-benzoxazinones with indoles2191-019710.1515/hc-2020-0123https://doaj.org/article/ddd89aab62a54b53a051a42dad4d125a2021-04-01T00:00:00Zhttps://doi.org/10.1515/hc-2020-0123https://doaj.org/toc/2191-0197In this work, a novel C(sp3)–C(sp2) cross-dehydrogenative-coupling method is developed to react benzoxazin-2-one derivatives with various indoles. As a result, combined use of ball milling and Fe(ii) catalysis leads to rapid coupling of 1,4-benzoxazinones with derivatives of indole. Under the conditions, derivatives of 1 couple with various indoles at room temperature to produce good yields of the desired compounds within 0.5–2 h time period. Thus, derivatives of both starting materials couple smoothly under relatively mild conditions to give good yields of 3.Sharifi AliBabaalian ZahraAbaee M. SaeedMoazami MaryamMirzaei MojtabaDe Gruyterarticleball millbenzoxazinonescdc reactionsheterocyclesOrganic chemistryQD241-441ENHeterocyclic Communications, Vol 27, Iss 1, Pp 57-62 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	ball mill benzoxazinones cdc reactions heterocycles Organic chemistry QD241-441
spellingShingle	ball mill benzoxazinones cdc reactions heterocycles Organic chemistry QD241-441 Sharifi Ali Babaalian Zahra Abaee M. Saeed Moazami Maryam Mirzaei Mojtaba Synergistic promoting effect of ball milling and Fe(ii) catalysis for cross-dehydrogenative-coupling of 1,4-benzoxazinones with indoles
description	In this work, a novel C(sp3)–C(sp2) cross-dehydrogenative-coupling method is developed to react benzoxazin-2-one derivatives with various indoles. As a result, combined use of ball milling and Fe(ii) catalysis leads to rapid coupling of 1,4-benzoxazinones with derivatives of indole. Under the conditions, derivatives of 1 couple with various indoles at room temperature to produce good yields of the desired compounds within 0.5–2 h time period. Thus, derivatives of both starting materials couple smoothly under relatively mild conditions to give good yields of 3.
format	article
author	Sharifi Ali Babaalian Zahra Abaee M. Saeed Moazami Maryam Mirzaei Mojtaba
author_facet	Sharifi Ali Babaalian Zahra Abaee M. Saeed Moazami Maryam Mirzaei Mojtaba
author_sort	Sharifi Ali
title	Synergistic promoting effect of ball milling and Fe(ii) catalysis for cross-dehydrogenative-coupling of 1,4-benzoxazinones with indoles
title_short	Synergistic promoting effect of ball milling and Fe(ii) catalysis for cross-dehydrogenative-coupling of 1,4-benzoxazinones with indoles
title_full	Synergistic promoting effect of ball milling and Fe(ii) catalysis for cross-dehydrogenative-coupling of 1,4-benzoxazinones with indoles
title_fullStr	Synergistic promoting effect of ball milling and Fe(ii) catalysis for cross-dehydrogenative-coupling of 1,4-benzoxazinones with indoles
title_full_unstemmed	Synergistic promoting effect of ball milling and Fe(ii) catalysis for cross-dehydrogenative-coupling of 1,4-benzoxazinones with indoles
title_sort	synergistic promoting effect of ball milling and fe(ii) catalysis for cross-dehydrogenative-coupling of 1,4-benzoxazinones with indoles
publisher	De Gruyter
publishDate	2021
url	https://doaj.org/article/ddd89aab62a54b53a051a42dad4d125a
work_keys_str_mv	AT sharifiali synergisticpromotingeffectofballmillingandfeiicatalysisforcrossdehydrogenativecouplingof14benzoxazinoneswithindoles AT babaalianzahra synergisticpromotingeffectofballmillingandfeiicatalysisforcrossdehydrogenativecouplingof14benzoxazinoneswithindoles AT abaeemsaeed synergisticpromotingeffectofballmillingandfeiicatalysisforcrossdehydrogenativecouplingof14benzoxazinoneswithindoles AT moazamimaryam synergisticpromotingeffectofballmillingandfeiicatalysisforcrossdehydrogenativecouplingof14benzoxazinoneswithindoles AT mirzaeimojtaba synergisticpromotingeffectofballmillingandfeiicatalysisforcrossdehydrogenativecouplingof14benzoxazinoneswithindoles
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Synergistic promoting effect of ball milling and Fe(ii) catalysis for cross-dehydrogenative-coupling of 1,4-benzoxazinones with indoles

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