Regioselective synthesis of 5-ethoxycarbonyl-, 5-acetyl-and 5-trifluoroacetyl-6-trifluoromethylsalicylates by one-pot cyclizations of 1, 3-bis (trimethylsilyloxy)-1, 3- …

…, NK Kelzhanova, ZA Abilov, H Feist, P Langer

文献索引：Ladzik, Simone; Lubbe, Mathias; Kelzhanova, Nazken K.; Abilov, Zharylkasyn A.; Feist, Holger; Langer, Peter Journal of Fluorine Chemistry, 2012 , vol. 136, p. 38 - 42

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被引用次数: 1

摘要

5-Ethoxycarbonyl-, 5-trifluoroacetyl-, and 5-acetyl-6-trifluoromethylsalicylates were prepared by one-pot cyclizations of 1, 3-bis (trimethylsilyloxy)-1, 3-butadienes with 3-alkoxy-2-alken-1- ones. The reactions proceeded with very good regioselectivity by conjugate addition of the terminal carbon atom of the diene to the enone and subsequent cyclization. The cyclization proceeded in most cases via the trifluoroacetyl group.