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硫醇酸三乙铵与肼的级联双环化反应:高效合成吡唑并[3,4-c]喹啉

Cascade bicyclization of triethylammonium thiolates with hydrazines: efficient access to pyrazolo[3,4-c]quinolines.

作者信息

Fan Wei, Li Yan-Rong, Jiang Bo, Li Guigen

机构信息

Institute of Chemistry & BioMedical Sciences, Collaborative Innovation Center of Chemistry for Life Sciences, Nanjing University, Nanjing, 210093, P. R. China.

Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA and School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116, P. R. China.

出版信息

Org Biomol Chem. 2016 Sep 26;14(38):9080-9087. doi: 10.1039/c6ob01728b.

Abstract

A new bicyclization strategy has been established, allowing a flexible and practical approach to 33 examples of pyrazolo[3,4-c]quinolines from low-cost and readily accessible triethylammonium thiolates with hydrazines. Notably, the features of this work include broad functional group compatibility, mild reaction conditions and good reaction yields.

摘要

一种新的双环化策略已经建立,它提供了一种灵活且实用的方法,可从低成本且易于获得的硫代三乙铵与肼出发,制备33个吡唑并[3,4-c]喹啉实例。值得注意的是,这项工作的特点包括广泛的官能团兼容性、温和的反应条件和良好的反应产率。

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引用本文的文献

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I-Catalyzed sulfenylation of indoles and pyrroles using triethylammonium thiolates as sulfenylating agents.
Org Chem Front. 2017 Jun 1;4(6):1091-1102. doi: 10.1039/C6QO00851H. Epub 2017 Feb 20.

本文引用的文献

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Catalytic Sulfur-Enabled Dehydrobicyclization of 1,6-Enynes toward Arylated Indeno[1,2-c]thiophenes.
J Org Chem. 2016 Jun 3;81(11):4762-70. doi: 10.1021/acs.joc.6b00692. Epub 2016 May 24.
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Dehydrogenative [2 + 2 + 1] Heteroannulation Using a Methyl Group as a One-Carbon Unit: Access to Pyrazolo[3,4-c]quinolines.
Org Lett. 2016 May 6;18(9):2012-5. doi: 10.1021/acs.orglett.6b00618. Epub 2016 Apr 28.
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Org Lett. 2016 Mar 18;18(6):1258-61. doi: 10.1021/acs.orglett.6b00079. Epub 2016 Mar 1.
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