Hydroxysulfonylation of Quinones with Aryl(alkyl)sulfonyl Hydrazides for the Synthesis of 1,4-Dihydroxy-2-aryl(alkyl)sulfonylbenzenes

作者：Li, Ping-Gui; Li, Yan-Chun; Zhu, Tao; Zou, Liang-Hua^*; Wu, Zhimeng^*

来源：European Journal of Organic Chemistry, 2017, 2017(40): 6081-6084.

DOI：10.1002/ejoc.201701199

• Copper
• Hydroxysulfonylations
• Quinones
• Sulfur
• Radicals

beta-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.

• 出版日期2017-11-2
• 单位江南大学