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

doi:10.1016/j.tet.2007.01.071

Utilize este identificador para referenciar este registo: https://hdl.handle.net/1822/6603

Título:	Selective radical cyclisation of propargyl bromoethers to tetrahydrofuran derivatives via electrogenerated nickel(I) tetramethylcyclam
Autor(es):	Esteves, Ana Paula Ferreira, Elisabete Carvalho N. Medeiros, Maria José
Palavras-chave:	Electrosynthesis Electrocatalytic reduction Intramolecular cyclisation Nickel(I) tetramethylcyclam
Data:	2007
Editora:	Elsevier 1
Revista:	Tetrahedron
Citação:	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
Resumo(s):	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.
Tipo:	Artigo
URI:	https://hdl.handle.net/1822/6603
DOI:	10.1016/j.tet.2007.01.071
ISSN:	0040-4020
Versão da editora:	https://www.sciencedirect.com/science/article/pii/S0040402007001664
Arbitragem científica:	yes
Acesso:	Acesso restrito UMinho
Aparece nas coleções:	CDQuim - Artigos (Papers)