无溶剂硼酸高效合成螺杂双环衍生物

doi:10.11944/j.issn.1000-0518.2015.09.150038

摘要/Abstract

摘要：

在硼酸催化下,芳香醛、尿素和2,2-二甲基-1,3-二噁烷-4,6-二酮在无溶剂条件下合成了8种螺杂双环衍生物。当催化剂的用量为10%(摩尔分数)时,80 ℃反应2.0~4.0 h,收率为74%~93%。此外,还探讨了硼酸可能的催化机理。该方法具有条件温和,后处理工艺简单及收率高的优点。

关键词: 硼酸, 无溶剂, 三组分反应, 螺杂双环衍生物

Abstract:

Eight spiro heterobicyclic compounds were synthesized by the three component condensation reaction of aromatic aldehydes with urea and 2,2-dimethyl-1,3-dioxane-4,6-dione using boric acid as catalyst under solvent-free conditions. The results indicate that the yields range from 84% to 94% at 80 ℃ for 2.0~4.0 h using 10% molar fraction of boric acid(relative to the substrate of 2,2-dimethyl-1,3-dioxane-4,6-dione). Furthermore, a mechanism for the reaction catalyzed by boric acid was proposed. The main advantages of the present procedure are mild conditions, short reaction time and high yields.

Key words: boric acid, solvent-free, three component condensation reaction, spiro heterobicyclic derivatives

许招会,刘德勇,涂缘鸿. 无溶剂硼酸高效合成螺杂双环衍生物[J]. 应用化学, 2015, 32(9): 999-1004.

XU Zhaohui,LIU Deyong,TU Yuanhong. Efficient Solvent-free Synthesis of Spiro Heterobicyclic Derivatives with Boric Acid as Catalyst[J]. Chinese Journal of Applied Chemistry, 2015, 32(9): 999-1004.

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