Wang Yu-Hsuan, Akhmedov Novruz G, Petersen Jeffrey L, Wang Kung K
C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506-6045, USA.
J Org Chem. 2007 Dec 7;72(25):9604-8. doi: 10.1021/jo701736y. Epub 2007 Nov 13.
Condensation between truxenone (8) and the lithium acetylide derived from 0.9, 2.5, and 5.0 equiv of 1-ethynyl-2-(phenylethynyl)benzene produced the corresponding benzannulated enediynyl alcohol 9, diol 14, and triol 16, respectively. On exposure of these alcohols to thionyl chloride, cascade cyclization reactions occurred to furnish polycyclic compounds 13, 15, and 18 in a single operation. The unusual architectures of these polycyclic compounds were established by NMR spectroscopy and X-ray structure analyses.
均苯三酮（8）与由0.9、2.5和5.0当量的1-乙炔基-2-（苯乙炔基）苯衍生的乙炔化锂缩合，分别生成相应的苯并稠合烯二炔醇9、二醇14和三醇16。将这些醇暴露于亚硫酰氯时，发生级联环化反应，一步生成多环化合物13、15和18。这些多环化合物的独特结构通过核磁共振光谱和X射线结构分析得以确定。
