Ni Zhenjie, Giordano Laurent, Tenaglia Alphonse
Aix-Marseille Université, Centrale Marseille, CNRS, ISm2, UMR 7313, 13397 Marseille (France).
Chemistry. 2014 Sep 8;20(37):11703-6. doi: 10.1002/chem.201403643. Epub 2014 Aug 5.
Aza(oxa)bicyclo[3.2.0]heptenes are accessed through the PtCl2 -catalyzed cycloisomerizations of heteroatom-tethered 1,6-enynes featuring a terminal alkyne and amide as the solvent. It is shown that the weak coordinating properties of the solvent and alkyl substituent(s) at the propargylic carbon atom favor the formation of cyclobutenes instead of other possible cycloisomerization products such as 1,3-diene derivatives or cyclopropane-fused heterocycles.
氮杂（氧杂）双环[3.2.0]庚烯可通过以末端炔烃和酰胺为溶剂的杂原子连接的1,6-烯炔在二氯化铂催化下的环异构化反应制得。结果表明，溶剂的弱配位性质以及炔丙基碳原子上的烷基取代基有利于环丁烯的形成，而不是其他可能的环异构化产物，如1,3-二烯衍生物或环丙烷稠合杂环。
