Reação de alquinos terminais com 1,1,1-trialo-4-alcóxi-3- alquen-2-onas

Abstract

In this work a convenient method of synthesis of 9 eninones is presented, through the reaction of different acetylenes (phenylacetylene, 1-heptyne and 1-hexyne) with n-butillithium and subsequently with electrophiles (1,1,1-trichloro-4-ethoxy-3-buten-2-one, 1,1,1-trichloro-4-ethoxy-3-methyl-3-buten-2-one and 1,1,1-trifluoro-4-ethoxy-3-methyl-3-buten-2-one) in the presence of BF3Et2O. The reaction among the phenylacetylene and to 1,1,1-trichloro-4-diethoxy-3-buten-2-one it didn t form an eninone. The obtained procuct was a piran-4-one. The same result was obtained among the phenylacetylene and to 1,1,1-trifluoro-4-diethoxy-3-buten-2-one. With the 1,1,1-trichloro-4-methoxy-4-methyl-3-buten-2-one the attack of the lithium acetylenide was in the carbonil.