Selective radical cyclisation of propargyl bromoethers to tetrahydrofuran derivatives via electrogenerated nickel(I) tetramethylcyclam

doi:10.1016/j.tet.2007.01.071

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Campo DC	Valor	Idioma
dc.contributor.author	Esteves, Ana Paula	-
dc.contributor.author	Ferreira, Elisabete Carvalho N.	-
dc.contributor.author	Medeiros, Maria José	-
dc.date.accessioned	2007-06-13T21:33:13Z	-
dc.date.available	2007-06-13T21:33:13Z	-
dc.date.issued	2007	-
dc.identifier.citation	Esteves, A. P., Ferreira, E. C., & Medeiros, M. J. (2007, April). Selective radical cyclisation of propargyl bromoethers to tetrahydrofuran derivatives via electrogenerated nickel(I) tetramethylcyclam. Tetrahedron. Elsevier BV. http://doi.org/10.1016/j.tet.2007.01.071	eng
dc.identifier.issn	0040-4020	eng
dc.identifier.uri	https://hdl.handle.net/1822/6603	-
dc.description.abstract	The controlled-potential reduction of [1-bromo-2-methoxy-2-(prop-2'-ynyloxy)ethyl]benzene(1a), 1-[2-bromo-2-phenyl-1-(prop-2'-ynyloxy)ethyl]-4-methoxybenzene (1b) and 2-bromo-3-(3',4'-dimethoxyphenyl)-propargyloxypropanamide (1c) catalysed by (1,4,8,11-tetramethyl-1,4,8,11 tetraazacyclotetradecane)nickel(I), [Ni(tmc)]+, at a vitreous carbon cathode in DMF/Et4NBF4 leads to 2-methoxy-4-methylene-3-phenyl-tetrahydrofuran (2a), 2-(4'-methoxyphenyl)-4-methylene-3-phenyl-tetrahydrofuran (2b) and 2-(3',4'-dimethoxyphenyl)-3-carbamoyl-4-methylenetetrahydrofuran (2c), respectively, in very high yields.	eng
dc.description.sponsorship	Feder	por
dc.description.sponsorship	The authors would like to thank Professor D. Pletcher for comments and helpful discussions. We are grateful to the FCT/FEDER (POCTI/QUI/37808/01) and to the Fundação Calouste Gulbenkian for financial support of this work.	por
dc.language.iso	eng	eng
dc.publisher	Elsevier 1	eng
dc.relation	info:eu-repo/grantAgreement/FCT/POCI/POCTI%2FQUI%2F37808%2F2001/PT	-
dc.rights	restrictedAccess	eng
dc.subject	Electrosynthesis	eng
dc.subject	Electrocatalytic reduction	eng
dc.subject	Intramolecular cyclisation	eng
dc.subject	Nickel(I) tetramethylcyclam	eng
dc.title	Selective radical cyclisation of propargyl bromoethers to tetrahydrofuran derivatives via electrogenerated nickel(I) tetramethylcyclam	eng
dc.type	article	por
dc.peerreviewed	yes	eng
dc.relation.publisherversion	https://www.sciencedirect.com/science/article/pii/S0040402007001664	-
sdum.number	14	eng
sdum.pagination	3006-3009	eng
sdum.publicationstatus	published	eng
sdum.volume	63	eng
oaire.citationStartPage	3006	por
oaire.citationEndPage	3009	por
oaire.citationIssue	14	por
oaire.citationVolume	63	por
dc.identifier.doi	10.1016/j.tet.2007.01.071	por
dc.subject.wos	Science & Technology	por
sdum.journal	Tetrahedron	por
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