Synthesis of dihydrofurans containing trifluoromethyl ketone and heterocycles by radical cyclization of fluorinated 1,3-dicarbonyl compounds with 2-thienyl and 2-furyl substituted alkenes
作者:Mehmet Yılmaz
DOI:10.1016/j.tet.2011.08.098
日期:2011.10
3-trifluoroacetyl and 2-trifluoromethyl-dihydrofurans in good yields. The radical cyclizations of 2-methyl-5-[(E)-2-phenylvinyl]furan 2b and 2-[(E)-2-phenylvinyl]thiophene 2c led to the formations of 5-(5-methyl-2-furyl)-4,5-dihydrofuran and 5-(2-thienyl)-4,5-dihydrofuran, respectively. In the reactions of 1,3-dicarbonyls with alkenes, 2-thienyl substituted alkenes formed 4,5-dihydrofurans in higher
基于乙酸锰(III)的各种氟化的1,3-二羰基化合物与2-噻吩基和2-呋喃基取代的烯烃的自由基环化反应以良好的收率产生了3-三氟乙酰基和2-三氟甲基-二氢呋喃。2-甲基-5-[(E)-2-苯基乙烯基]呋喃2b和2-[(E)-2-苯基乙烯基]噻吩2c的自由基环化导致5-(5-甲基-2-呋喃基)的形成)-4,5-二氢呋喃和5-(2-噻吩基)-4,5-二氢呋喃。在1,3-二羰基与烯烃的反应中,2-噻吩基取代的烯烃以比2-呋喃基取代的烯烃更高的产率形成4,5-二氢呋喃。