(I) One-pot Synthesis of Rutaecarpine and Its Analogues(II) New Phosphonium Ionic Liquids with Much Improved Chemical Stability

碩士 === 國立中正大學 === 化學暨生物化學研究所 === 100 === This thesis studies two different research projects. The first project aims at constructing quinazolinone based natural alkaloid – rutaecarpine. Starting with inexpensive commercial available reagents, rutaecarpine and its analogues, whose cores are quinazoli...

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Bibliographic Details
Main Authors: Meng-Jane Shen, 沈孟真
Other Authors: Yen-Ho Chu
Format: Others
Language:zh-TW
Published: 2012
Online Access:http://ndltd.ncl.edu.tw/handle/75849910430453007026
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Summary:碩士 === 國立中正大學 === 化學暨生物化學研究所 === 100 === This thesis studies two different research projects. The first project aims at constructing quinazolinone based natural alkaloid – rutaecarpine. Starting with inexpensive commercial available reagents, rutaecarpine and its analogues, whose cores are quinazolinone and β carboline, were readily synthesized in ionic liquid, [b-3C-im][NTf2], via one pot chemical process. In this study, it is demonstrated the practical utility to use ionic liquid as solvent in natural product synthesis. The second project deals with the work entitled “New phosphonium ionic liquids with much improved chemical stability”. In previous studies, tricyclohexyl(butyl)phosphonium bromide (P-4C-Br) and tricyclohexyl(tetradecyl)phosphonium bromide (P-14C-Br) was synthesized and characterized, which revealed improved stability than commercially available phosphonium ionic liquid. However, P-4C-Br and P-14C-Br are reactive under basic conditions. A new room-temperature ionic liquid, tricyclohexyl(nonan-2-yl)phosphoniumbis((trifluoromethyl)sulfonyl)amide, developed in our laboratory appears to be more stable under basic condition.