Nucleophilic substitution reactions of sulfonyl oxime ether derivatives술포닐 옥심 에테르 유도체의 친핵성 치환 반응

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The nucleophilic substitution reactions of bis-methylsulfonyl methanone O-benzyl oxime and 1-benzenesulfonyl-3-phenyl-propan-1-one O-benzyl-oxime with various nucleophiles were studied. The bis-methylsulfonyl methanone O-benzyl oxime was proven to be a excellent substrate for the nucleophilic substitution reactions. Various nucleophiles including organometallics, enolates, stabilized anions, and heteroatom nucleophiles were reacted with the bis-sulfonyl oxime ether to give the corresponding mono-sulfonyl oxime ethers in good to excellent yields. The 1-benzenesulfonyl-3-phenyl-propan-1-one O-benzyl-oxime was also a very good substrate. It reacted with strong organometallic reagents such as alkyl lithiums and Grignard reagents and with a variety of stabilized anions and deprotonated heteroatom nucleophiles. The sulfonyl group in this substrate performed dual roles of an activation group for the nucleophilic addition reactions and a good leaving group.
Advisors
Kim, Sung-Gakresearcher김성각researcher
Description
한국과학기술원 : 화학과,
Publisher
한국과학기술원
Issue Date
2007
Identifier
265081/325007  / 020053010
Language
eng
Description

학위논문(석사) - 한국과학기술원 : 화학과, 2007.2, [ ii, 76 p. ]

Keywords

sufonyl oxime ether; substitution reaction; 치환 반응; 술포닐 옥심 에테르

URI
http://hdl.handle.net/10203/32049
Link
http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=265081&flag=dissertation
Appears in Collection
CH-Theses_Master(석사논문)
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