Synthesis of heterocyclic cage compound with substituent in different site

• Main Authors: Rong-Liang Lin, 林榮良
• Other Authors: Hsien-Jen Wu
• Format: Others
• Language: zh-TW
• Published: 1995
• Online Access: http://ndltd.ncl.edu.tw/handle/25996857911347683611

碩士 === 國立交通大學 === 應用化學系 === 83 === Cyclopentadienyl anion,was obtained from the treatment of cyclo- adiene with sodium. The reaction of alkyl halides with cyclo- pentadienyl anion gave the alkyled product. Reaction of cyclopentadiene with 2 equivalents of sodium followed by addition of 1,2-dibromoethane and 1,4-dibromobutane gave 1,1- disubstituted product, spiro (2,4) hepta-4,6-diene, and 1,2- disubstituted product, 5,6,7,8-tetrahydroindene respectly. Reaction of these cyclopentadiene derivatives with cis enedione gave the corresponding endo adducts as the major products. Ozono- lysis of these endo adducts gave the corresponding heterocyclic cage compounds with substituent in different sites.