Synthesis and Applications of Sulfur-substituted Indolizines and Quinolizines

• Main Authors: Ho Chung-Wen, 何仲文
• Other Authors: Shang-Shing P. Chou
• Format: Others
• Language: zh-TW
• Published: 2005
• Online Access: http://ndltd.ncl.edu.tw/handle/09789084940139033076

碩士 === 輔仁大學 === 化學系 === 93 === This thesis mainly studied the [4+2] cycloaddition reactions of C-2 substituted 4-phenylthio-3-sulfolenes 48a and 48b with p-toluenesulfonyl isocyanate (PTSI) to yield 6-membered ring nitrogen compounds 49a and 49b. The tosyl group of 49a and 49b was then cleaved to give compounds 50a and 50b, which under basic condition underwent intramolecular cyclization to yield indolizine 52 and quinolizine 53. We have also carried out some functional group transformations of these bicylic compounds, and have studied the stereochemistry of these reactions.