Brummond Kay M, Chen Daitao
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.
Org Lett. 2005 Aug 4;7(16):3473-5. doi: 10.1021/ol051115g.
Microwave irradiation of alkynyl allenes affords an intramolecular [2 + 2] cycloaddition reaction. This cycloaddition provides an efficient route to bicyclomethylenecyclobutenes. The reaction occurs with complete regioselectivity for the distal double bond of the allene for the selective formation of a variety of hetero- and carbocyclic substrates. Bicyclo[4.2.0]octadienes and bicyclo[5.2.0]nonadienes have been prepared in high yield. [reaction: see text]
对炔基丙二烯进行微波辐射可发生分子内[2 + 2]环加成反应。这种环加成为制备双环亚甲基环丁烯提供了一条有效途径。该反应对丙二烯的远端双键具有完全的区域选择性,可选择性地形成多种杂环和碳环底物。双环[4.2.0]辛二烯和双环[5.2.0]壬二烯已高产率制备出来。[反应:见正文]