5667-47-0Relevant articles and documents
Efficient electro-chemical sensor for sensitive Cd2+detection based on novel in-situ synthesized hydrazonoyl bromide (HB)
Ahmed, Jahir,Al-Bogami, Abdullah S.,Al-Farga, Ammar,Alam, M. M.,Aqlan, Faisal M.,Asiri, Abdullah M.,Fazal, M. A.,Karim, Mohammad Razaul,Rahman, Mohammed M.,Saleh, Tamer S.,Wani, Mohmmad Y.
, (2021)
In this approach, an efficient methodology for synthesis of a novel hydrazonoyl bromide (HB) containing trifluoromethyl moiety by using fluorine-containing building blocks was achieved. The synthesized HB was fully characterized with various methods such as Infra-red spectroscopy (IR), Thin layer chromatography (TLC), 1H NMR, 19F-NMR, 13C NMR, and elemental analyses. In-situ potential examination as reliable technique, an electrochemical sensor based on prepared HB was used for the selective detection of environmental hazardous heavy metal ion, Cd2+. The fabricated sensor was found to perform linearly over the concentration range (linear dynamic range) of 0.1 nM~0.01 mM of Cd2+ ion and the sensitivity (51.12 μAμM?1cm?2) and detection limit (53.85±2.69 pM) of the proposed sensor were estimated from the slope of calibration curve (plot of current versus concentration). Furthermore, the proposed Cd2+ ion sensor was exhibited good analytical performances such reproducibility, stability in phosphate buffer medium and efficiency to detect Cd2+ ion in real environmental samples. This progress in the field of metal ion sensor development might be a cost effective and efficient method in the detection of unsafe and hazardous ions for the safety of environmental and ecological fields in broad scales.
Water-Mediated Intramolecular Cyclization/Oxidation of α-Carbonyl Sulfur Ylides: Synthesis of Corey-Chaykovsky Reagent Type Heterocycles
Kang, Xiaokang,Liang, Xiayu,Zeng, Qingle
supporting information, p. 7477 - 7481 (2021/10/12)
A new class of Corey-Chaykovsky reagent type five-membered heterocycles with an oxosulfonium ylide moiety has been synthesized by the water-mediated intramolecular cyclization/oxidation of α-carbonyl sulfur ylides generated in situ from sulfonium salts under mild conditions.
Highly diastereoselective spiro-cyclopropanation of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides
Huang, Jie,Lee, Kevin,Ma, Ping,Sun, Shaofa,Wang, Gangqiang,Wang, Jian,Wu, Yang,Xing, Yalan
supporting information, p. 18776 - 18780 (2021/10/26)
A highly diastereoselective spiro-cyclopropanation reaction of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides has been developedviabase-induced annulation. This efficient and simple protocol features simple operations, mild conditions and excellent functional group compatibility. A variety of structurally interesting spiro-cyclopropanes were prepared in excellent yields and diastereomeric ratios (up to 97% yield and 20?:?1 dr). Also, ring expansion of the cyclopropanation product to quickly deliver a complex indeno[1,2-c]pyridazine structure showcased an interesting application of this method.
Facile Approach to Geminal HeterodihalogenationOne-Pot Synthesis of α-Bromo-α-Chloro Ketones
Bian, Ming,Tang, Dong-Min,Zhou, Jin-Feng
, (2020/09/09)
An efficient and practical protocol for the geminal heterodihalogenation of methyl ketones by using readily available dimethyl sulfoxide and a combination of HCl and HBr is reported. Control experiments suggested that the acidity of the solution, as well as the oxidizing ability and nucleophilicity of the dimethyl sulfoxide might work cooperatively in ensuring the success of the tandem substitution. Its operational simplicity, easy accessibility, and mild oxidative conditions suggest that the present strategy might be useful for the assembly of bromochloromethyl functional groups in drug discovery.
Practical and regioselective halo-trifluoromethylthiolation of sulfur ylides
Qin, Hongmei,Jia, Yimin,Wang, Na,Jiang, Zhong-Xing,Yang, Zhigang
supporting information, p. 8265 - 8268 (2020/08/17)
A H2O mediated practical and highly regioselective chloro- and bromo-trifluoromethylthiolation of sulfur ylides is reported using a difunctionalization strategy. In the reaction sequence, sulfur ylides presumably react with an electrophilic trifluoromethylthiolating reagent to generate an α-SCF3 substituted sulfonium salt intermediate, which then undergoes a substitution with nucleophilic halogens. This journal is
Catalyst-Free Synthesis of 2,3-Dihydrobenzofurans via a Formal [4+1] Annulation of Propargylamines with Sulfur Ylides
He, Xinwei,Xie, Mengqing,Tang, Qiang,Zuo, Youpeng,Li, Ruxue,Shang, Yongjia
, p. 11623 - 11638 (2019/10/02)
A simple, general route to the 2,3-dihydrobenzofurans substituted at C3 by an aryethynyl or aryl group, starting from propargylamine and its derivatives with benzoyl sulfonium salts, has been developed. This reaction involved an in situ generated o-quinone methide (o-QM) intermediate followed by [4+1] annulation with sulfur ylides. Notably, this protocol's features include moderate to excellent yields and remarkable diastereoselectivity (>20:1 dr in general), easy performance, as well as applicability to versatile 2,3-dihydrobenzofurans with aryethynyl or an aryl group via C-C and C-O bond formation in one pot without any catalyst in an aqueous mixed solvent.
Direct Assembly of Polysubstituted Furans via C(sp3)?H Bond Functionalization by Using Dimethyl Sulfoxide as a Dual Synthon
Liu, Yufeng,Hu, Yuqun,Cao, Zhongzhong,Zhan, Xi,Luo, Weiping,Liu, Qiang,Guo, Cancheng
, p. 1084 - 1091 (2019/01/30)
An unusual I2-mediated triple C(sp3)?H functionalization reaction between aryl methyl ketones and dimethyl sulfoxide to form polysubstituted furans has been developed. In this transformation, dimethyl sulfoxide functions as a dual synthon via C(sp3)?H functionalization with formation of two C?C bonds, one C?O bond, and one C?S bond in a one-step process. Iodine is crucial as promoter of the reaction, by which a number of ketones could be converted easily into 2,4,5-trisubstituted furans. This provides an extremely simple and expeditious approach to high-value-added, biologically significant O-heterocycles. Based on preliminary experiments, a plausible mechanism is proposed. (Figure presented.).
Synthesis of functionalized thietanes via electrophilic carbenoid-induced ring expansion of thiiranes with sulfonium acylmethylides as carbene precursors
Dong, Jun,Du, Hongguang,Xu, Jiaxi
, p. 10724 - 10739 (2019/09/30)
Various functionalized thietanes were prepared from thiiranes via an electrophilic ring expansion with rhodium carbenoids as electrophiles generated from safe and readily accessible dimethylsulfonium acylmethylides. The reaction appears to proceed through electrophilic metallocarbenoid-induced activation of thiiranes, nucleophilic ring-opening of the activated thiiranes with dimethyl sulfide as a transient nucleophile, and nucleophilically intramolecular cyclization. The Umpolung from the nucleophilic ylides to the electrophilic carbenoids plays an important role in both the activation and ring opening of thiiranes and subsequent cyclization. The current method provides a new strategy for the efficient preparation of functionalized thietanes from readily available thiiranes.
Metal-Free Multicomponent Reaction for Synthesis of 4,5-Disubstituted 1,2,3-(NH)-Triazoles
Wu, Guang-Long,Wu, Qin-Pei
supporting information, p. 1949 - 1953 (2018/04/05)
A metal-free domino reaction was developed for efficient synthesis of 4,5-disubstituted 1,2,3-(NH)-triazoles by sequentially coupling sulfur salts with aldehydes and sodium azide. In the presence of L-proline, olefinic sulfur salt intermediates rather than epoxides are formed in situ via the coupling of sulfur salts with aldehydes and cyclize with azide ion. This process features mild conditions, high efficiency, commercially available starting materials, and wide substrate scope. (Figure presented.).
1,6-Conjugated Addition-Mediated [2+1] Annulation: Approach to Spiro[2.5]octa-4,7-dien-6-one
Yuan, Zhenbo,Fang, Xinxin,Li, Xuanyi,Wu, Jie,Yao, Hequan,Lin, Aijun
, p. 11123 - 11130 (2015/11/18)
A formal 1,6-conjugated addition-mediated [2+1] annulation to synthesize spiro[2.5]octa-4,7-dien-6-one with p-quinone methides and sulfur ylides has been described. This domino-type process was highly diastereoselective and exhibited good functional group tolerance and scalability without the use of metals and bases.
