1235579-31-3Relevant articles and documents
Redox-Divergent Construction of (Dihydro)thiophenes with DMSO
Chen, Qing-An,He, Gu-Cheng,Hu, Yan-Cheng,Ji, Ding-Wei,Liu, Heng,Zhang, Xiang-Xin,Zhao, Chao-Yang
supporting information, p. 24284 - 24291 (2021/10/08)
Thiophene-based rings are one of the most widely used building blocks for the synthesis of sulfur-containing molecules. Inspired by the redox diversity of these features in nature, we demonstrate herein a redox-divergent construction of dihydrothiophenes, thiophenes, and bromothiophenes from the respective readily available allylic alcohols, dimethyl sulfoxide (DMSO), and HBr. 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 molecules were also demonstrated by various derivatizations, including the preparation of bioactive and functional molecules.
Chemistry of bis(2-ethynyl-3-thienyl)arene and related systems, part 5: Preparation of an unsymmetrical 4,4′-bis(3-thienyl)biphenyl derivative containing a 2-[2-(diphenylphosphino)ethynyl]-3-thienyl moiety
Toyota, Kozo,Tsuji, Yasutomo,Morita, Noboru
experimental part, p. 983 - 991 (2010/08/20)
An unsymmetrically substituted 4,4′-bis(3-thienyl)biphenyl derivative of 4-(2-ethynyl-3-thienyl)-4′-(3-thienyl)biphenyl type was prepared, utilizing 4-bromo-4′-(2-iodo-3-thienyl) biphenyl as synthetic intermediate. Reaction of 4-(2-ethynyl-3-thienyl)-4′-(3-thienyl) biphenyl with ethylmagnesium bromide followed by treatment with chlorodiphenylphosphine afforded 4-[2-(2-diphenylphosphinoethynyl)-3-thienyl]-4′-(3-thienyl) biphenyl. Copyright Taylor & Francis Group.