Thermolytic Fragmentation Reactions of Tricyclo[5.3.1.01,7]undeca-2,4-dien-10-one Tosylhydrazone under Basic Conditions
作者:Mitsunori Oda、Yoshimi Masaki、Shuichi Hayashi、Ryuta Miyatake、Shigeyasu Kuroda
DOI:10.1055/s-1999-3461
日期:1999.5
Pyrolysis of tricyclo[4.3.1.01,7]undeca-2,4-dien-10-one tosylhydrazone (5) in the presence of base in an aprotic solvent gave the cyclic acetylene 6 and the allene 7, while that in the presence of sodium isopropoxide in isopropanol afforded the two isopropyl ethers, 8 and 9, along with 6 and none of 7. A dynamic process of methylene flipping in the acetylenic product 6 was also revealed.
在非质子溶剂中,在碱存在下,三环[4.3.1.01,7]十一碳-2,4-二烯-10-酮对甲苯磺酰腙(5)的热解产生了环状乙炔6和烯炔7,而在异丙醇中,在异丙醇钠存在下,则产生了两种异丙基醚8和9,以及6和7。乙炔产物6中,还发现了动态的亚甲基翻转过程。