31401-17-9Relevant articles and documents
Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines for direct access to sulfinamides
Li, Gang-Jian,Pan, You-Lu,Liu, Yan-Ling,Xu, Hai-Feng,Chen, Jian-Zhong
, (2019)
It was reported to develop a simple and convenient method for the Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines without an acid/base to afford secondary or tertiary sulfinamides in moderate to good yields. The method can provide the desired products with broad substrate scope, good chemoselectivity and good functional group compatibility. The presented approach may enrich the Ni/NHC catalyst system and promote the applications of methyl sulfinates in the organic sulfur chemistry.
Isocyanide-Induced Esterification of Sulfinic Acids to Access Sulfinates
Yang, Jianjing,Dong, Haozhe,Yan, Kelu,Song, Xiaodan,Yu, Jie,Wen, Jiangwei
supporting information, p. 5417 - 5421 (2021/09/29)
The isocyanide-induced esterification of sulfinic acids with alcohols or thiophenols access to sulfinates has been developed. Various primary, secondary, and tertiary alcohols could be compatible with the established protocols. Notably, such an isocyanide-induced synthetic strategy presented the advantages of simple operation, good functional group tolerance, and more than 40 examples up to 99% yields. (Figure presented.).
Direct synthesis of sulfinic esters via ultrasound accelerated tandem reaction of thiols and alcohols with N-bromosuccinimide
Nguyen, Lan-Anh Thi,Le, Tri-Nghia,Duong, Cong-Thang,Vo, Chi-Tam,Duus, Fritz,Luu, Thi Xuan Thi
, p. 519 - 528 (2021/05/27)
The direct transformation of various thiols and simple alcohols with N-bromosuccinimide into sulfinic esters has been investigated by using different categories of base/acidic catalysts as well as co-solvents under varied reaction conditions. The reaction was found out to afford the sulfinic esters with high yields in the absence of catalysts, especially within the shorter time under the acceleration of ultrasonic irradiation than under the longer-lasting conventional stirring conditions.
NaHSO3-Mediated Direct Synthesis of Sulfinic Esters from Sulfonyl Hydrazides under Transition-Metal-Free Conditions
Zhang, Guofu,Fan, Qiankun,Wang, Huimin,Zhao, Yiyong,Ding, Chengrong
, p. 833 - 837 (2020/12/07)
We have developed a protocol for the NaHSO3-promoted esterification of sulfonyl hydrazides with alcohols for the synthesis of sulfinic esters. Various sulfonyl hydrazides could be converted to the corresponding sulfinic esters in good to high yields. The merits of this protocol include mild transition-metal-free reaction conditions, an inexpensive and available reagent, and operational simplicity. Controlled experiments reveal that this transformation probably undergoes via a radical pathway. (Figure presented.).
Preparation method of sulfinate compound
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Paragraph 0035-0038, (2021/02/13)
The invention relates to a preparation method of a sulfinate compound shown as a formula (III), which comprises the following steps: by using a sulfonyl hydrazine compound shown as a formula (I) and alcohol shown as a formula (II) as raw materials, adding
Electrochemical synthesis of sulfinic esters from alcohols and thiophenols
He, Yang,Zhang, Jinli,Xu, Liang,Wei, Yu
supporting information, (2020/01/31)
Electrochemical oxidative couplings between S[sbnd]H and O[sbnd]H bonds are achieved herein directly from readily-available alcohols and thiophenols, affording a series of diverse sulfinic esters. This strategy can take advantage of 6 equivalents of alcohol, relative to thiophenol, to achieve moderate to good yields, without the assistance of any metallic catalysts, bases, and additional oxidants.
Efficient electrosynthesis of sulfinic esters via oxidative cross-coupling between alcohols and thiophenols
Gong, Fengping,Lu, Fangling,Zuo, Lin,Wang, Qi,Li, Ru,Hu, Jiaxin,Li, Zhen,Takfaoui, Abdelilah,Lei, Aiwen
, p. 192 - 196 (2019/09/13)
A new protocol for S O bond formation was developed by electrochemical oxidative cross-coupling between alcohols and thiophenols. With this strategy, a series of valuable sulfinic ester derivatives were synthesized up to 96% yield from basic starting materials. A preliminary mechanistic investigation reveals that this reaction involves oxygen reduction reaction (ORR).
Electrochemical Synthesis of Sulfinic Esters via Aerobic Oxidative Esterification of Thiophenols with Alcohols
Zhou, Hongyan,Duan, Jiaokui,Xie, Dongtai,Yang, Jingya,Ma, Ben,Wang, Ganggang,Wu, Chengqi,Wang, Xi-Cun
, p. 2705 - 2712 (2020/09/15)
A method for the electrochemical synthesis of sulfinic esters by aerobic oxidative coupling of thiophenols and alcohols has been developed. Using electrons as the redox reagent and O 2in air as the oxygen source, the reactions proceeded smoothly at room temperature, even for a gram-scale preparation. No use of catalyst, clean redox reagent, green and abundant oxygen source, and mild reaction conditions make this strategy eco-friendl.
A Three-Component Derivatization Protocol for Determining the Enantiopurity of Sulfinamides by 1H and 19F NMR Spectroscopy
Groleau, Robin R.,Chapman, Robert S. L.,Ley-Smith, Harry,Liu, Liyuan,James, Tony D.,Bull, Steven D.
, p. 1208 - 1215 (2020/01/02)
A practically simple three-component chiral derivatization protocol has been developed to determine the enantiopurity of eight S-chiral sulfinamides by 1H and 19F NMR spectroscopic analysis, based on their treatment with a 2-formylphenylboronic acid template and enantiopure pinanediol to afford a mixture of diastereomeric sulfiniminoboronate esters whose diastereomeric ratio is an accurate reflection of the enantiopurity of the parent sulfinamide.
A aryl sulfonic acid ester compound synthesis method (by machine translation)
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Paragraph 0024; 0050; 0051, (2019/06/12)
The invention relates to medicine, in the field of organic chemical and fine chemical industry, and in particular relates to a simple, highly efficient method for preparing aryl sulfonic acid ester compound. The method is to four fluoro boric acid aryl diazonium salt, double-(sulfur dioxide) - 1, 4 - diazabicyclo [2.2.2] octane adduct (DABSO) and alcohol as the raw material, the copper salt catalyst, under the presence of an oxidant, nitrogen protection, 50 - 100 °C heating under the reaction conditions, it took 10 - 15 hours synthetic aryl sulfonate. The reaction through simple after treatment can be a high yield a series of aryl sulfonic acid ester compound. On the benzene ring with various substituted aryl four fluoroborates, ordinary primary alcohol, secondary alcohol can be utilized as a reaction substrate, to obtain the corresponding asia sulfonic acid ester. (by machine translation)
