5??Alkenylthiazoles as In??Out Dienes in Polar [4+ 2] Cycloaddition Reactions

…, J Cabrera, P Sanchez??Andrada…

Index: Alajarin, Mateo; Cabrera, Jose; Sanchez-Andrada, Pilar; Bautista, Delia; Pastor, Aurelia European Journal of Organic Chemistry, 2013 , # 33 p. 7500 - 7511

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Abstract

Abstract 5-Alkenyl-2-aminothiazoles react as in-out dienes with a wide range of electron- poor dienophiles leading to the corresponding cycloaddition products in good to excellent yields. The [4+ 2] cycloadditions of 5-alkenyl-2-aminothiazoles can be classified as site- selective because only the diene moiety incorporating the formal C–C double bond of the heterocycle and that of the side-chain is involved. Calculations of the HOMO energy ...