1101874-41-2Relevant academic research and scientific papers
Hydroxysulfonylation of Quinones with Aryl(alkyl)sulfonyl Hydrazides for the Synthesis of 1,4-Dihydroxy-2-aryl(alkyl)sulfonylbenzenes
Li, Ping-Gui,Li, Yan-Chun,Zhu, Tao,Zou, Liang-Hua,Wu, Zhimeng
, p. 6081 - 6084 (2017)
β-Ketoacyl-ACP-synthase III (FabH) plays an important role in bacterial fatty-acid biosynthesis as an important condensing enzyme. 1,4-Dihydroxy-2-tosylnaphthalene and its analogues are potent inhibitors of FabH. Traditional methods for the synthesis of these compounds still suffer from some drawbacks. In this work, an efficient copper-catalyzed method for the hydroxysulfonylation of quinones with aryl(alkyl)sulfonyl hydrazides was developed for the direct synthesis of 1,4-dihydroxy-2-phenylsufonylbenzenes. A series of biologically useful FabH inhibitors were obtained in good yields under argon. Both aryl and alkyl substituents were well tolerated in the reaction.
One-pot access to sulfonylated naphthalenediols/hydroquinones from naphthols/phenols with sodium sulfinates in an aqueous medium
Meng, Lingxin,Zhang, Ruike,Guan, Yuqiu,Chen, Tian,Ding, Zhiqiang,Wang, Gongshu,Reheman, Aikebaier,Chen, Zhangpei,Hu, Jianshe
supporting information, p. 610 - 614 (2021/01/25)
A one-pot method towards sulfonylated hydroquinones/naphthalenediols in an aqueous medium has been developed with up to 97% yield. The whole reaction requiring no transition-metal catalysts could proceed smoothly with hypervalent iodine compounds as the oxidant. Both naphthols and phenols were viable with inexpensive and readily available sodium sulfinates as the sulfonylation reagents under an ambient atmosphere. This procedure is scalable, and the products could be easily obtained without column chromatography isolation. This journal is
Preparation method for sulfonyl hydroquinone compound
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Paragraph 0104; 0105; 0106, (2017/04/29)
The invention belongs to the field of organic synthesis, and in particular, relates to a preparation method for a sulfonyl hydroquinone compound. According to the preparation method, a cheap and easily obtained quinone compound is used as a raw material, stable and easy-to-preserve sulfonyl hydrazide is used as a sulfonylation reagent, metal-free catalysis is adopted, reaction conditions are environmentally friendly, the preparation process is simplified, and the yield is increased.
Metal-free sulfonylation of quinones with sulfonyl hydrazides in water: Facile access to mono-sulfonylated hydroquinones
Li, Bin,Li, Yaqin,Yu, Linqian,Wu, Xiaoyu,Wei, Wanguo
, p. 2760 - 2765 (2017/04/14)
This paper describes a simple and practical protocol for the direct synthesis of monosulfonylated hydroquinones through a transition-metal-free cross-coupling between quinones and sulfonyl hydrazides in water. The procedure tolerates a variety of quinones
Synthesis and biological evaluation of novel sulfonyl-naphthalene-1,4-diols as FabH inhibitors
Alhamadsheh, Mamoun M.,Waters, Norman C.,Sachdeva, Sarbjot,Lee, Patricia,Reynolds, Kevin A.
supporting information; experimental part, p. 6402 - 6405 (2009/09/30)
A series of analogs of 2-tosylnaphthalene-1,4-diol were prepared and were found to be potent 10-20 nM reversible inhibitors of the Escherichia coli FabH enzyme. The inhibitors were also effective but to a lesser degree (30 nM-5 μM), against the Mycobacter
