Redox-Divergent Construction of (Dihydro)thiophenes with DMSO was written by Liu, Heng;He, Gu-Cheng;Zhao, Chao-Yang;Zhang, Xiang-Xin;Ji, Ding-Wei;Hu, Yan-Cheng;Chen, Qing-An. And the article was included in Angewandte Chemie, International Edition in 2021.Formula: C14H21BO4 This article mentions the following:
Thiophene-based rings are one of the most widely used building blocks for the synthesis of sulfur-containing mols. Inspired by the redox diversity of these features in nature, herein a redox-divergent construction of dihydrothiophenes, thiophenes, and bromothiophenes from the resp. readily available allylic alcs., DMSO (DMSO), and HBr is reported. The redox-divergent selectivity could be manipulated mainly by controlling the dosage of DMSO and HBr. Mechanistic studies suggest that DMSO simultaneously acts as an oxidant and a sulfur donor. The synthetic potentials of the products as platform mols. were also demonstrated by various derivatizations, including the preparation of bioactive and functional mols. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Formula: C14H21BO4).
2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Formula: C14H21BO4
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem