Enol ethers and acetals: acylation with dichloroacetyl,acetyl and benzoyl chloride in ionic liquid medium |
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| Authors: | Emerson A. Guarda Mara R.B. Marzari Clarissa P. Frizzo Patrícia M. Guarda Nilo Zanatta Helio G. Bonacorso Marcos A.P. Martins |
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| Affiliation: | 1. Foundation Federal University of Tocantins, Master in Bioenergy, Av. NS 15, ALCNO 14, 109 North, Laboratory of Chemistry, Block II, 77001-090 Palmas, TO, Brazil;2. Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97105-900 Santa Maria, RS, Brazil |
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| Abstract: | Synthesis of 4-alkoxy-1,1-dichloro-3-alken-2-ones [CHCl2C(O)C(R2) C(R1)-OR, where R, R1, R2 = Et, H, H; Me, Me, H; Et, H, Me; Me, –(CH2)2–; Me, –(CH2)3–; Et, Et, H; Et, Bu, H; Et, i-Pr, H; Et, i-Bu, H; Me, Ph, H; Me, thien-2-yl, H] from acylation of enol ethers and acetals with dichloroacetyl chloride, in ionic liquid ([BMIM][BF4] or [BMIM][PF6]) is reported. The synthesis of alkenones [R3–C(O)C(R2)C(R1)-OR], where R/R1/R2/R3 = Et/H/H/Ph, t-Bu/H/H/Ph, Me/-(CH2)4/Ph, Me/-(CH2)4/Me] from the reaction of enol ethers with benzoyl chloride or acetyl chloride, in ionic liquid [BMIM][BF4], is also reported. Last products are described for the first time. |
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