2019
DOI: 10.1002/slct.201900801
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New Revolution in Biaryl Synthesis: Transition Metal‐Free C–C Bond Formation Promoted by the Mixture of 2‐Mercaptoethanol/KOH/DMSO

Abstract: This research project introduced a novel transition metal‐free C−C coupling reaction that is believed to be a new revolution in Suzuki type reactions. Carbon‐carbon bond formation can be promoted by a mixture of 2‐mercaptoethanol/KOH/DMSO without the aid of any transition metals. It has been suggested that this reaction proceeds through radical species, hence the electron transfer route is suggested for the operation during the oxidation of 2‐mercaptoethanol in DMSO.

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Cited by 4 publications
(2 citation statements)
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“…Subsequently, A was further oxidized to phenylglyoxal ( B ) in the DMSO [ 28 ]. In the meantime, the ringopening of 2H -benzothiazole ( 1a ) under KOH produced 2-aminothiophenol ( 1b ) [ 42 ]. The condensation of 1b with B formed an imine intermediate C [ 20 , 21 , 22 , 23 ], which could generate D through intramolecular cyclization [ 43 ].…”
Section: Resultsmentioning
confidence: 99%
“…Subsequently, A was further oxidized to phenylglyoxal ( B ) in the DMSO [ 28 ]. In the meantime, the ringopening of 2H -benzothiazole ( 1a ) under KOH produced 2-aminothiophenol ( 1b ) [ 42 ]. The condensation of 1b with B formed an imine intermediate C [ 20 , 21 , 22 , 23 ], which could generate D through intramolecular cyclization [ 43 ].…”
Section: Resultsmentioning
confidence: 99%
“…C(sp 2 )-C(sp 3 )交叉偶联是有机合成中不可或缺的 工具, 但是目前的合成方法太过依赖于过渡金属催化. 2022 年, 黄湧课题组 [34] 在之前的研究基础上改进了一 种高活性的有机硫醚催化剂, 在弱无机碱温和的条件 2019 年, Taherinia 课题组 [35]…”
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