Published in
Elsevier, Tetrahedron Letters, 2(53), p. 170-172, 2012
DOI: 10.1016/j.tetlet.2011.10.163
Wiley-VCH Verlag, ChemInform, 17(43), p. no-no, 2012
Links
Tools
Enol ethers and acetals: acylation with dichloroacetyl, acetyl and benzoyl chloride in ionic liquid medium
,
Mara R. B. Marzari,
Clarissa P. Frizzo ,
Patrícia M. Guarda,
Nilo Zanatta,
Helio G. Bonacorso,
Marcos A. P. Martins
Full text: Download
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.