Hypervalent Iodine(III) Reagent Promoted Oxidative Cyclization of Propargyl Amides: Facile synthesis of 2,5- Disubstituted Oxazolines and Oxazoles

碩士 === 高雄醫學大學 === 醫藥暨應用化學研究所 === 102 === Heterocyclic molecules are important class of compounds because of their widespread use in chemistry and biology. In particular oxaza heterocycles have gained much interest due to their broad spectrum of biological activity. Therefore, development of novel sy...

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Main Authors:	Shih-Chen Lin, 林世昌
Other Authors:	Jeh-Jeng Wang
Format:	Others
Language:	zh-TW
Published:	2014
Online Access:	http://ndltd.ncl.edu.tw/handle/22w9p5

id	ndltd-TW-102KMC05537011
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spelling	ndltd-TW-102KMC055370112019-05-15T21:43:13Z http://ndltd.ncl.edu.tw/handle/22w9p5 Hypervalent Iodine(III) Reagent Promoted Oxidative Cyclization of Propargyl Amides: Facile synthesis of 2,5- Disubstituted Oxazolines and Oxazoles 藉由高價碘催化合成噁唑啉和噁唑 Shih-Chen Lin 林世昌碩士高雄醫學大學醫藥暨應用化學研究所 102 Heterocyclic molecules are important class of compounds because of their widespread use in chemistry and biology. In particular oxaza heterocycles have gained much interest due to their broad spectrum of biological activity. Therefore, development of novel synthetic methodology for these compounds is highly desired. In this work, we have developed a metal free approach to synthesize oxazolines and oxazoles from non-terminal and terminal propargyl amides (45 and 47) mediated by hypervalent iodine (III) reagents. This metal free oxidative cyclization worked well with various functionalities in good to excellent yield with broad functional group compatibility. A plausible mechanism was proposed for the formation of oxazolines (48) and oxazoles (49) based on the results obtained. Jeh-Jeng Wang 王志鉦 2014 學位論文 ; thesis 157 zh-TW
collection	NDLTD
language	zh-TW
format	Others
sources	NDLTD
description	碩士 === 高雄醫學大學 === 醫藥暨應用化學研究所 === 102 === Heterocyclic molecules are important class of compounds because of their widespread use in chemistry and biology. In particular oxaza heterocycles have gained much interest due to their broad spectrum of biological activity. Therefore, development of novel synthetic methodology for these compounds is highly desired. In this work, we have developed a metal free approach to synthesize oxazolines and oxazoles from non-terminal and terminal propargyl amides (45 and 47) mediated by hypervalent iodine (III) reagents. This metal free oxidative cyclization worked well with various functionalities in good to excellent yield with broad functional group compatibility. A plausible mechanism was proposed for the formation of oxazolines (48) and oxazoles (49) based on the results obtained.
author2	Jeh-Jeng Wang
author_facet	Jeh-Jeng Wang Shih-Chen Lin 林世昌
author	Shih-Chen Lin 林世昌
spellingShingle	Shih-Chen Lin 林世昌 Hypervalent Iodine(III) Reagent Promoted Oxidative Cyclization of Propargyl Amides: Facile synthesis of 2,5- Disubstituted Oxazolines and Oxazoles
author_sort	Shih-Chen Lin
title	Hypervalent Iodine(III) Reagent Promoted Oxidative Cyclization of Propargyl Amides: Facile synthesis of 2,5- Disubstituted Oxazolines and Oxazoles
title_short	Hypervalent Iodine(III) Reagent Promoted Oxidative Cyclization of Propargyl Amides: Facile synthesis of 2,5- Disubstituted Oxazolines and Oxazoles
title_full	Hypervalent Iodine(III) Reagent Promoted Oxidative Cyclization of Propargyl Amides: Facile synthesis of 2,5- Disubstituted Oxazolines and Oxazoles
title_fullStr	Hypervalent Iodine(III) Reagent Promoted Oxidative Cyclization of Propargyl Amides: Facile synthesis of 2,5- Disubstituted Oxazolines and Oxazoles
title_full_unstemmed	Hypervalent Iodine(III) Reagent Promoted Oxidative Cyclization of Propargyl Amides: Facile synthesis of 2,5- Disubstituted Oxazolines and Oxazoles
title_sort	hypervalent iodine(iii) reagent promoted oxidative cyclization of propargyl amides: facile synthesis of 2,5- disubstituted oxazolines and oxazoles
publishDate	2014
url	http://ndltd.ncl.edu.tw/handle/22w9p5
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Hypervalent Iodine(III) Reagent Promoted Oxidative Cyclization of Propargyl Amides: Facile synthesis of 2,5- Disubstituted Oxazolines and Oxazoles

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