30771-73-4Relevant academic research and scientific papers
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
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
Ionic liquids-promoted addition of arylsulfinic acids to p-quinones: A green synthesis of diaryl sulfones
Yadav,Reddy,Swamy,Ramireddy
, p. 1849 - 1853 (2007/10/03)
Arylsulfinic acids undergo smooth conjugate addition to p-quinones in air- and moisture-stable second generation room temperature ionic liquid [bmim]BF4 under mild conditions to produce the corresponding arylsulfonylhydroquinones in excellent yields with high selectivity. In this reaction, ionic liquid plays the dual role as the solvent and the catalyst. The quinones show enhanced reactivity in ionic liquid thereby reducing the reaction times and improving the yields significantly. The presence of ionic liquids helps to avoid the use of either acid or base catalysts for this conversion. The recovered ionic liquid was reused for four to five times with consistent activity.
Benzoquinones and Related Compounds. Part 6. Addition of Benzenesulfinic Acid to Substituted 1,4-Quinones
Bruce, J. Malcolm,Lloyd-Williams, Paul
, p. 2877 - 2884 (2007/10/02)
Benzenesulfinic acid adds to 1,4-quinones in the presence of trifluoroacetic acid affording phenylsulfonylhydroquinones.Addition occurs predominantly at the 6-position for methyl-, tert-butyl- and trifluoromethyl-1,4-benzoquinone, but at the 5-position for methoxy-1,4-benzoquinone.Addition to acyl-1,4-benzoquinones occurs exclusively at the 3-position, but under similar conditions phenylsulfonyl-1,4-benzoquinone affords a mixture of 2,3- and 2,6-bisphenylsulfonylhydroquinones, although the former becomes the sole product in the presence of an excess of trifluoraceticacid.These results are rationalised in terms of selective protonation of the quinone.Oxidation of the phenylsulfonylhydroquinones yields the corresponding quinones which with 1,3-dienes give the expected Diels-Alder adducts.
