l,1'-Bis(diphenylphosphino)ferrocene)dichloropalladium/1,1'-Bis(diphenyl-phosphino)ferrocene Catalyzed Synthesis of 2,3-Diamino-l,4-naphtho-quinones

Xiao Lei Wang; Xiu Fang Zheng; Lei Wang; John Reiner; Wei Lin Xie; Jun Biao Chang

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l,1'-Bis(diphenylphosphino)ferrocene)dichloropalladium/1,1'-Bis(diphenyl-phosphino)ferrocene Catalyzed Synthesis of 2,3-Diamino-l,4-naphtho-quinones

机译：1,1'-双（二苯基膦基）二茂铁）二氯钯/ 1,1'-双（二苯基膦基）二茂铁催化合成2,3-二氨基-1,4-萘醌

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摘要

A general method for the synthesis of 2,3-diamino-l,4-naphthoquinone derivatives via the palladium-catalyzed coupling of 2-amino-3-chloro-l,4-naphthoquinones with amines is described. The scope and limitations of the coupling process using [1,1 '-bis(diphenylphosphino)ferrocene]dichloropalladium [PdCl_2(dppf)], combined with l,l'-bis(diphenylphosphino)fer-rocene (dppf) as a ligand and sodium tert-butoxide as base were investigated, and found to catalyze efficiently the coupling of 2-(arylamino)-3-chloro-l,4-naphthoquinones with primary aryl- and alkylamines. A series of novel 2,3-diamino-l,4-naphthoquinone derivatives previously unavailable were obtained by application of this procedure.

机译：描述了通过2-氨基-3-氯-1，4-萘醌与胺的钯催化偶联来合成2，3-二氨基-1，4-萘醌衍生物的一般方法。 [1,1'-双（二苯基膦基）二茂铁]二氯钯[PdCl_2（dppf）]与l，l'-双（二苯基膦基）二茂铁（dppf）结合使用的偶联过程的范围和局限性以叔丁醇钠为碱进行了研究，发现其可以有效地催化2-（芳基氨基）-3-氯-1,4-萘醌与芳基伯胺和烷基胺的偶联。通过应用该程序获得了一系列先前无法获得的新颖的2,3-二氨基-1,4-萘醌衍生物。

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来源
《Synthesis: International Journal of Methods in Synthetic Organic Chemistry》 |2007年第7期|共10页
作者
Xiao Lei Wang; Xiu Fang Zheng; Lei Wang; John Reiner; Wei Lin Xie; Jun Biao Chang;
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正文语种 eng
中图分类有机化学;
关键词
catalysis; quinones; aminations; palladium; amines;

机译：催化醌胺钯胺;

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1. l,1'-Bis(diphenylphosphino)ferrocene)dichloropalladium/1,1'-Bis(diphenyl-phosphino)ferrocene Catalyzed Synthesis of 2,3-Diamino-l,4-naphtho-quinones [J] . Xiao Lei Wang, Xiu Fang Zheng, Lei Wang, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2007,第7期

机译：1,1'-双（二苯基膦基）二茂铁）二氯钯/ 1,1'-双（二苯基膦基）二茂铁催化合成2,3-二氨基-1,4-萘醌
2. l,l-Bis(diphenylphosphino)ferrocene)dichloropalladium/l,l-Bis(diphenyl-phosphino)ferrocene Catalyzed Synthesis of 2,3-Diamino-l,4-naphtho-quinones [J] . Xiao Lei Wang, Xiu Fang Zheng, Lei Wang Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2007,第7期

机译：1，l-双（二苯基膦基）二茂铁）二氯钯/ l，l-双（二苯基膦基）二茂铁催化合成2,3-二氨基-1,4-萘醌
3. [1,1 '-bis(diphenylphosphino)ferrocene]dichloropalladium/1,1 '-bis(diphenylphosphino)ferrocene catalyzed synthesis of 2,3-diamino-1,4-naphthoquinones [J] . Wang XL, Zheng XF, Wang L, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2007,第7期

机译：[1,1'-双（二苯基膦基）二茂铁]二氯钯/ 1,1'-双（二苯基膦基）二茂铁催化合成2,3-二氨基-1,4-萘醌
4. Tandem Mass Spectrometry and H/D Exchange of Protonated 1,1'-Bis(Diphenylphosphino)-Ferrocene Oxidation Impurity Generated in the Synthesis of a Pharmaceutical Calcium Receptor Antagonist [C] . Lianming Wu, Heriberto Hernandez-Soto, Stacy ONeill-Slawecki, ASMS Conference on Mass Spectrometry and Allied Topics . 2007

机译：串联质谱和质子化1,1'-双（二苯基膦基）的H / D交换在药物钙受体拮抗剂的合成中产生的 - 异丙烯氧化杂质
5. I. Tertiary aryl sulfonamides as new cross coupling partners for nickel catalyzed Kumada-Corriu-Tamao reductive and carbon-carbon bond forming cross coupling reactions. II. N-sulfonyl deprotection under mild nickel(0) catalyzed Kumada-Corriu-Tamao coupling conditions and development of the N-Ans protecting group. III. Synthesis and application of 3,3'-di-(2-pyridyl)-1,1'-bi-2-naphthol ligands [D] . Milburn, Robert Ronald 2004

机译：I.叔芳基磺酰胺作为镍催化的Kumada-Corriu-Tamao还原和碳-碳键形成交叉偶联反应的新交叉偶联伴侣。二。在温和的镍（0）下N-磺酰基脱保护催化了Kumada-Corriu-Tamao偶联条件和N-Ans保护基的发展。三， 3,3'-二-（2-吡啶基）-1,1'-bi-2-萘酚配体的合成及应用
6. [μ-1,1′-Bis(diphenylphosphino)ferrocene-κ2P:P′]bis{[(Z)-O-isopropyl-N-(4-methylphenyl)thiocarbamato-κS]gold(I)} [O] . Primjira P. Tadbuppa, Edward R. T. Tiekink 2016

机译：[μ-1,1'-双（二苯基膦基）二茂铁-κ2P：P'] bis {[[（Z）-O-异丙基-N-（4-甲基苯甲酰基）硫氨基甲酸酯-κS]金（I）}
7. Methoxycarbonylation of Ethene by Palladium(II) Complexes with 1,1'-Bis(diphenylphosphino)-ferrocene (dppf) and 1,1'-Bis(diphenylphosphino)octamethylferrocene (dppomf). [O] . Bianchini, C., Meli, M., Oberhauser, W., 2003

机译：乙烯与1,1'-双（二苯基膦基）二茂铁（dppf）和1,1'-双（二苯基膦基）八甲基二茂铁（dppomf）的钯（II）配合物对乙氧基甲氧基羰基化。
8. Synthesis and Crystal Structure of (Mo2FePt(mu-sigma, sigma', sigma'': eta(5)-CC5H4)2(CO)4(HB(Pz)3)2) (HB(pz)3 = Hydrotris(pyrazol-1,1-YL)Norate): A Complex Derived from a 1,1'Ferrocene Derivative with C (Triple bond) Mo(CO)2(HB(pz)3) Substituents. [R] . Davies, S. J., Hill, A. F., Pilotti, M. U., 1989

机译：（mo2Fept（μ-sigma，sigma'，sigma''：eta（5）-CC5H4）2（CO）4（HB（pz）3）2）（HB（pz）3 = Hydrotris（吡唑）的合成和晶体结构-1,1-YL）Norate）：衍生自具有C（三键）mo（CO）2（HB（pz）3）取代基的1,1'-二茂烯衍生物的络合物。

l,1'-Bis(diphenylphosphino)ferrocene)dichloropalladium/1,1'-Bis(diphenyl-phosphino)ferrocene Catalyzed Synthesis of 2,3-Diamino-l,4-naphtho-quinones

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