Propargyl hydrazides: Synthesis and conversion into pyrazoles through hydroamination

Yoshimatsu M.; Ohta K.; Takahashi N.

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Propargyl hydrazides: Synthesis and conversion into pyrazoles through hydroamination

机译：炔丙基酰肼：合成和通过加氢胺化转化为吡唑

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Pyrazoles direct: Propargyl alcohols undergo hydrazination when treated with p-tosyl hydrazide in the presence of catalytic amounts of either Sc(OTf)_3 or La(OTf)_3 (see scheme; Tf= trifluoromethanesulfonyl). Propargyl hydrazides are converted into either N-tosyl or N-H pyrazoles when treated with an acid or a base, respectively. The one-step acid-catalyzed hydrazination/cyclization of propargyl alcohols directly affords pyrazoles in high yields.

机译：吡唑直接：在催化量的Sc（OTf）_3或La（OTf）_3存在下，用对甲苯磺酰肼处理时，炔丙醇会发生酰化作用（参见方案; Tf =三氟甲磺酰基）。当分别用酸或碱处理时，炔丙基酰肼被转化为N-甲苯磺酰基或N-H吡唑。炔丙醇的一步酸催化肼化/环化反应可高产率直接提供吡唑。

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《Chemistry: A European journal》 |2012年第49期|共5页
作者
Yoshimatsu M.; Ohta K.; Takahashi N.;
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正文语种 eng
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C-N bond formation; cycloisomerization; heterocycles; hydrazides; hydroamination; propargylic amines; pyrazoles;

机译：C-N键形成;环异构化;杂环;酰肼;加氢胺化;炔丙基胺;吡唑;

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1. Propargyl hydrazides: Synthesis and conversion into pyrazoles through hydroamination [J] . Yoshimatsu M., Ohta K., Takahashi N. Chemistry: A European journal . 2012,第49期

机译：炔丙基酰肼：合成和通过加氢胺化转化为吡唑
2. An Efficient Synthesis of Disubstituted Pyrazoles From 2-Propyn-1-ol Through Propargyl Hydrazides [J] . N. Srinivasan, B.Venkateswara Rao, J. D. Lilakar, American Journal of PharmTech Research . 2016,第2期

机译：通过炔丙基肼从2-丙炔-1-醇高效合成二取代吡唑
3. Facile one-pot synthesis of 3,5-disubstituted 1 h -pyrazoles from propargylic alcohols via propargyl hydrazides [J] . RajiReddyC., VijaykumarJ., Gr茅eR. Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2013,第6期

机译：通过炔丙基酰肼从炔丙基醇轻松地一锅合成3,5-二取代的1 h-吡唑
4. Highly Efficient Synthesis of Allenyltitanium Reagents Propargyl Alcohol Derivatives.Practical Synthesis of Homopargyl Alcohols [C] . Fang-Long Yang International symposium for Chinese organic chemists . 2000

机译：高效合成亚甲硝基试剂炔丙醇衍生物。常卤醇的实际合成
5. Intermolecular hydroamination of alkenes. Strain-release hydroamination & Cope-type hydroamination. [D] . Moran, Joseph. 2009

机译：烯烃的分子间加氢胺化。应变释放加氢胺化和Cope型加氢胺化。
6. Crystal structure of N′-diphenylmethylidene-5-methyl-1H-pyrazole-3-carbohydrazide [O] . Khalid Karrouchi, M’hammed Ansar, Smaail Radi, 2015

机译：N-二苯基甲基叉基-5-甲基-1H-吡唑-3-咔肼的晶体结构
7. Intramolecular Gold-Catalyzed and NaH-Supported Cyclization Reactions of N-Propargyl Indole Derivatives with Pyrazole and Pyrrole Rings: Synthesis of Pyrazolodiazepinoindole Pyrazolopyrazinoindole, and Pyrrolopyrazinoindole [O] . -1

机译：与吡唑和吡咯环的正丙基吲哚衍生物的分子内金催化和NaH负载的环化反应：吡唑二亚替哌嗪吲唑吡唑唑基吲唑和吡咯唑啉吲哚的合成
8. Tandem Reduction/Cyclization of O-Nitrophenyl Propargyl Alcohols-A Novel Synthesis of 2- & 2,4-Disubstituted Quinolines and Application to the Synthesis of Streptonigrin; Doctoral thesis [R] . Sandelier, M. J. 2008

机译：O-硝基苯基炔丙醇的串联还原/环化 - 新型2-和2,4-二取代喹啉的合成及其在链霉素合成中的应用;博士论文

Propargyl hydrazides: Synthesis and conversion into pyrazoles through hydroamination

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