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1. 发明授权

US08299263B2 N-heterocyclic carbene-amido palladium(II) catalysts and method of use thereof 有权
标题翻译： N-杂环卡宾 - 酰胺钯（II）催化剂及其使用方法
公开(公告)号：US08299263B2
公开(公告)日：2012-10-30
申请号：US12512747
申请日：2009-07-30
申请人： Kyung Woon Jung , Kyung Soo Yoo , Satoshi Sakaguchi , Chan Phil Park , Justin O'Neill , Joo Ho Lee
发明人： Kyung Woon Jung , Kyung Soo Yoo , Satoshi Sakaguchi , Chan Phil Park , Justin O'Neill , Joo Ho Lee
IPC分类号： C07F15/00
CPC分类号： C07C253/30 , C07C253/00 , C07F15/006 , C07C255/14 , C07C255/42
摘要： A new N-heterocyclic catalyst system which contains N-heterocyclic carbene and amido as ligands, which are strongly bound to a palladium metal. Another heteroatom functionality can be used as a third ligand L. The NHC-amidate ligand system is unique in structure, and shows excellent reactivities in a number of chemical reactions. The chemical reactions include carbon-carbon and carbon-heteroatom (oxygen and nitrogen) bond formations, and oxidation reactions of saturated carbon chemicals via C—H activation.
摘要翻译：一种新的N-杂环催化剂体系，其中含有N-杂环卡宾和酰氨基作为配体，其与钯金属牢固结合。另外的杂原子官能团可用作第三配体L.NHC-酰胺化物配体体系在结构上是独特的，并且在许多化学反应中表现出优异的反应性。化学反应包括碳 - 碳和碳 - 杂原子（氧和氮）键形成，饱和碳化合物通过C-H活化的氧化反应。

2. 发明授权

US06423871B1 Efficient synthesis of secondary amines by selective alkylation of primary amines 失效
标题翻译：通过伯胺的选择性烷基化高效合成仲胺
公开(公告)号：US06423871B1
公开(公告)日：2002-07-23
申请号：US09513219
申请日：2000-02-25
申请人： Kyung Woon Jung
发明人： Kyung Woon Jung
IPC分类号： C07C21100
CPC分类号： C07C209/08 , C07C213/00 , C07C227/18 , C07C319/20 , C07C2601/14 , C07C2601/18 , C07C2603/74 , C07D257/02 , C07D307/33 , Y02P20/55 , C07C323/25 , C07C211/08 , C07C211/27 , C07C211/35 , C07C215/08 , C07C217/08 , C07C229/12 , C07C229/14
摘要： A method for selective mono-N-alkylation of primary amines to produce secondary amines that are substantially free of overalkylated tertiary amines and quaternary ammonium salts, under mild reaction conditions without the necessity of protecting groups. Compounds of the class of secondary amines are produced by reacting an alkyl halide with an alkyl amine in anhydrous solvent, preferably dimethyl sulfoxide or N,N-dimethylformamide, in the presence of 0.1 to 3 molar equivalents of a cesium base. Optionally, the extent and selectivity of mono-N-alkylation is enhanced by addition to the reaction mixture of a powdered molecular sieve material for removal of water produced by the reaction, and/or tetrabutylammonium iodide to promote halide exchange. The invention permits selective and efficient mono-N-alkylation of a wide variety of substrates at 23° C.; does not cause racemization when used with enantiomerically-pure chiral substrates such as L-&agr;-aminoesters; and is applied to solid phase synthesis whereby either the alkyl amine or alkyl halide is immobilized. The method is additionally used to produce polyamines, such as N-(2-(2-aminoethylthio)ethyl)ethylenediamine in 73% yield.
摘要翻译：在温和的反应条件下，不需要保护基团，伯胺的选择性单-N-烷基化制备基本上不含过烷基化的叔胺和季铵盐的仲胺的方法。通过在0.1至3摩尔当量的铯碱存在下，使烷基卤与烷基胺在无水溶剂，优选二甲基亚砜或N，N-二甲基甲酰胺中反应来制备仲胺类化合物。任选地，通过加入用于除去由反应产生的水的粉末状分子筛材料的反应混合物和/或四丁基碘化铵促进卤化物交换，增强了单-N-烷基化的程度和选择性。本发明允许在23℃下选择性和有效地对各种底物进行单-N-烷基化反应; 当与对映体纯的手性底物如L-α-氨基酯一起使用时不引起外消旋化; 并用于固相合成，由此固定烷基胺或烷基卤。该方法另外用于制备多胺，如N-（2-（2-氨基乙硫基）乙基）乙二胺，产率为73％。

3. 发明申请

US20100036131A1 N-HETEROCYCLIC CARBENE-AMIDO PALLADIUM(II) CATALYSTS AND METHOD OF USE THEREOF 有权
标题翻译： N-杂环碳酰胺（II）催化剂及其使用方法
公开(公告)号：US20100036131A1
公开(公告)日：2010-02-11
申请号：US12512747
申请日：2009-07-30
申请人： Kyung Woon Jung , Kyung Soo Yoo , Satoshi Sakaguchi , Chan Phil Park , Justin O'Neill , Joo Ho Lee
发明人： Kyung Woon Jung , Kyung Soo Yoo , Satoshi Sakaguchi , Chan Phil Park , Justin O'Neill , Joo Ho Lee
IPC分类号： C07F15/00 , C07F5/02 , C07C53/08 , C07C211/01
CPC分类号： C07C253/30 , C07C253/00 , C07F15/006 , C07C255/14 , C07C255/42
摘要： A new N-heterocyclic catalyst system which contains N-heterocyclic carbene and amido as ligands, which are strongly bound to a palladium metal. Another heteroatom functionality can be used as a third ligand L. The NHC-amidate ligand system is unique in structure, and shows excellent reactivities in a number of chemical reactions. The chemical reactions include carbon-carbon and carbon-heteroatom (oxygen and nitrogen) bond formations, and oxidation reactions of saturated carbon chemicals via C—H activation.
摘要翻译：一种新的N-杂环催化剂体系，其中含有N-杂环卡宾和酰氨基作为配体，其与钯金属牢固结合。另外的杂原子官能团可用作第三配体L.NHC-酰胺化物配体体系在结构上是独特的，并且在许多化学反应中表现出优异的反应性。化学反应包括碳 - 碳和碳 - 杂原子（氧和氮）键形成，饱和碳化合物通过C-H活化的氧化反应。

4. 发明授权

US06399808B1 Efficient carbamate synthesis 有权
标题翻译：高效氨基甲酸酯合成
公开(公告)号：US06399808B1
公开(公告)日：2002-06-04
申请号：US09513691
申请日：2000-02-25
申请人： Kyung Woon Jung
发明人： Kyung Woon Jung
IPC分类号： C07C22902
CPC分类号： C07B43/02 , C07C269/04 , C07C2601/02 , C07C2601/18 , C07D209/14 , C07D209/18 , C07D211/06 , C07D211/14 , C07D211/16 , C07D213/74 , C07D213/75 , C07D215/02 , C07D217/04 , C07D217/06 , C07D241/04 , C07D295/205 , C07D307/14 , C07D307/16 , C07D307/52 , C07D307/54 , C07D333/20 , C07D333/24 , C07F7/1804 , C07F7/188 , C07F7/1896 , C40B40/00 , C07C271/12 , C07C271/14 , C07C271/16 , C07C271/18 , C07C271/22 , C07C271/24 , C07C271/28
摘要： A method of preparing carbamates of the general formula RR′—N—CO2—R″ by reacting an amine with carbon dioxide and an organic electrophile in an anhydrous solvent in the presence of a cesium base, whereby carbamate synthesis is accomplished in good yield at mild temperatures, either in solution or on a solid support, and wherein R, R′, and R″ are hydrogen, alkyl of 1-18 carbon atoms, silyl, phenyl, benzyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, allyl, or heterocycle, which are widely used as industrial products, and as intermediates in organic synthesis.
摘要翻译：通过使胺与二氧化碳和有机亲电试剂在无水溶剂中在铯基的存在下反应制备通式为R'-N-CO 2 -R'的氨基甲酸酯的方法，从而以良好的产率实现氨基甲酸酯的合成在温和的温度下，无论是在溶液中还是在固体载体上，其中R，R'和R“是氢，1-18个碳原子的烷基，甲硅烷基，苯基，苄基，环戊基，环己基，环庚基，环辛基，烯丙基或杂环，其被广泛用作工业产品，以及作为有机合成中的中间体。

5. 发明授权

US06689890B2 Efficient lactam synthesis 失效
标题翻译：有效的内酰胺合成
公开(公告)号：US06689890B2
公开(公告)日：2004-02-10
申请号：US10323537
申请日：2002-12-18
申请人： Kyung Woon Jung , Cheol Hwan Yoon
发明人： Kyung Woon Jung , Cheol Hwan Yoon
IPC分类号： C07D20712
CPC分类号： C07D207/273 , C40B40/00
摘要： Lactams, libraries of lactams, and an efficient method of synthesizing a lactam, including a &ggr;-lactam, in which an &agr;-diazoacetamide of the general structure (I) is reacted under conditions promoting intramolecular C—H insertion, for example in the presence of a rhodium salt such as Rh2(OAc)4, by which means lactams that are precursors in the synthesis of diverse natural and synthetic products, including pyrrolidinone compounds such as lactacystin, pramanicin, kainic acid, statine, AHPPA, and rolipram, are produced.
摘要翻译：内酰胺的内酰胺和内酰胺的文库，以及合成内酰胺（包括γ-内酰胺）的有效方法，其中通式（I）的α-重氮乙酰胺在促进分子内CH插入的条件下反应，例如在铑盐，如Rh2（OAc）4，这就意味着在合成多种天然和合成产物中的前体，包括吡咯烷酮化合物如乳胞菌素，丙酰胺，红藻氨酸，他汀，AHPPA和咯利普兰都是产生的。

6. 发明授权

US06469193B1 Efficient synthesis of alkyl carbonates 有权
标题翻译：高效合成碳酸烷基酯
公开(公告)号：US06469193B1
公开(公告)日：2002-10-22
申请号：US09513218
申请日：2000-02-25
申请人： Kyung Woon Jung
发明人： Kyung Woon Jung
IPC分类号： C07C6800
CPC分类号： C07B43/02 , C07C269/04 , C07C2601/02 , C07C2601/18 , C07D209/14 , C07D209/18 , C07D211/06 , C07D211/14 , C07D211/16 , C07D213/74 , C07D213/75 , C07D215/02 , C07D217/04 , C07D217/06 , C07D241/04 , C07D295/205 , C07D307/14 , C07D307/16 , C07D307/52 , C07D307/54 , C07D333/20 , C07D333/24 , C07F7/1804 , C07F7/188 , C07F7/1896 , C40B40/00 , C07C271/12 , C07C271/14 , C07C271/16 , C07C271/18 , C07C271/22 , C07C271/24 , C07C271/28
摘要： Efficient synthetic methods towards mixed aliphatic carbonates through the three component couplings of aliphatic alcohols, alkyl halides and carbon dioxide in the presence of cesium carbonate and tetrabutylammonium iode (TBAI). Due to their enhanced nucleophilicities, cesium alkoxides are smoothly incorporated into CO2, allowing for mild reaction conditions such as ambient temperatures and short reaction durations. Various primary and secondary substrates are compatible under the standard conditions, offering high yields, while chiral templates such as &agr;-hydroxy carbonyls are resistant to racemization.
摘要翻译：通过在碳酸铯和四丁基铵（TBAI）存在下，通过脂肪醇，烷基卤和二氧化碳的三组分偶联，混合脂族碳酸酯的高效合成方法。由于它们的亲核性提高，醇铯平稳地掺入到二氧化碳中，允许温和的反应条件如环境温度和反应持续时间短。各种初级和次级底物在标准条件下相容，提供高产率，而手性模板如α-羟基羰基化物对外消旋化具有抗性。

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