New synthesis of N-sulfinyl compound and its application for organic synthesis = N-술피닐화합물의 새로운 합성 및 유기합성에서의 응용

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N-Sulfinyl compounds have been widely studied and known to be very important heterocumulenes having a sulfur-centered structure of great synthetic utility. A new facile synthesis of N-sulfinyl compounds using N,N``-sulfinylbisimidazole(NSI) and N-(chlorosulfinyl) imidazole(NCI) was studied. Treatment of amine and its derivatives such as amines, amides, and sulfonamides with NSI and NCI, respectively, gives the corresponding N-sulfinyl compounds in quantitative yields under the mild conditions. NCI is a better reagent for the preparation of N-sulfinyl compounds. A new reaction of $\alpha$-hydroxy acids with N-sulfinylanilines has been studied. N-Sulfinylanilines react with $\alpha$-hydroxy acids to give $\alpha$-hydroxy anilides in quantitative yields under the mild conditions. The amidation reaction appears to involve intermolecular catalysis by the carboxyl group and intramolecular catalysis by the hydroxyl group.
Advisors
Kim, Yong-Hae김용해
Description
한국과학기술원 : 화학과,
Publisher
한국과학기술원
Issue Date
1986
Identifier
60943/325007 / 000815150
Language
eng
Description

학위논문(박사) - 한국과학기술원 : 화학과, 1986.2, [ viii, 81 p. ]

URI
http://hdl.handle.net/10203/31264
Link
http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=60943&flag=dissertation
Appears in Collection
CH-Theses_Ph.D.(박사논문)
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