Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, People's Republic of China.
Org Biomol Chem. 2012 Oct 14;10(38):7739-46. doi: 10.1039/c2ob26300a.
DABCO-catalyzed [4 + 2] and Bu(3)P-catalyzed [3 + 2] cycloadditions between 3-acyl-2H-chromen-ones and ethyl 2,3-butadienoate were developed for the synthesis of dihydropyran-fused and cyclopenten-fused chromen-2-ones with high regio- and stereo-selectivities, respectively. The synthetic procedures have the advantages of mild reaction conditions, convenient handling and good atom economy as well as a wide substrate scope, which make this method useful for the synthesis of potentially biologically active dihydropyran-fused and cyclopenten-fused chromen-2-ones derivatives. Possible reaction mechanisms have also been proposed on the basis of previous literature and our investigation.
DABCO 催化的 [4 + 2] 和 Bu(3)P 催化的 [3 + 2] 环加成反应分别在 3-酰基-2H-色烯-1-酮和乙基 2,3-丁二烯酸酯之间进行，以高区域和立体选择性合成二氢吡喃并[2,3-c]色烯-2-酮和环戊烯并[2,3-c]色烯-2-酮。该合成方法具有反应条件温和、操作方便、原子经济性好以及底物范围广等优点，为潜在具有生物活性的二氢吡喃并[2,3-c]色烯-2-酮和环戊烯并[2,3-c]色烯-2-酮衍生物的合成提供了一种有用的方法。根据以前的文献和我们的研究，还提出了可能的反应机制。
