84866-68-2Relevant articles and documents
Synthesis of β-hydroxy aryl selenides via transition-metal-free three-component reaction of arylamines, elemental selenium, and epoxides
Wang, Hongwei,Li, Hongchen,Bai, Yalong,Hei, Yanling,Chen, Junwei,Yu, Guoqi,Zhou, Yun-Bing
, p. 3621 - 3629 (2021/06/21)
An efficient protocol for the construction of valuable β-hydroxy aryl selenides from easily available arylamines, elemental selenium, and epoxides through a transition-metal-free radical process is described. A wide variety of β-hydroxy aryl selenides were obtained in good to excellent yields with excellent stereo- and regioselectivity. In this reaction, two C-Se bonds can be built along with the cleavage of a C-N and C-O bond, demonstrating the high step economy and efficiency of this approach.
NMR chiral discrimination of chalcogen containing secondary alcohols
Marques, Naiade B.G.,Jacob, Raquel G.,Perin, Gelson,Lenard?o, Eder J.,Alves, Diego,Silva, Márcio S.
supporting information, p. 41 - 51 (2018/11/23)
Here, we report the general strategies by which NMR spectroscopy can be used to determine the enantiopurity and absolute configuration of chalcogen containing secondary alcohols, including the evaluation of the use of chiral solvating and chiral derivatiz
Silver-Catalyzed One-Pot Three-Component Selective Synthesis of β-Hydroxy Selenides
Leng, Tao,Wu, Ge,Zhou, Yun-Bing,Gao, Wenxia,Ding, Jinchang,Huang, Xiaobo,Liu, Miaochang,Wu, Huayue
supporting information, p. 4336 - 4340 (2018/10/15)
A convenient, multi-component reaction of organoboronic acids, selenium powder and epoxides has been developed, providing an efficient protocol for the synthesis of β-hydroxy selenides with excellent selectivity and good functional group tolerance. Preliminary mechanistic studies suggest that the reaction proceeds through the silver-catalyzed radical selenation of the arylboronic acids to generate a diselenide, and subsequent selenium-mediated selective ring-opening arylselenation of epoxides. (Figure presented.).
Preparation method of beta-hydroxyphenyl selenide compound
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Paragraph 0149; 0150; 0151; 0152; 0153; 0154; 0155-0157, (2017/12/27)
The invention relates to the technical field of synthesis of organic compounds and particularly relates to a preparation method of a beta-hydroxyphenyl selenide compound. The preparation method comprises the step of with aryl boronic acid with a structure presented by a formula (I), elemental selenium and an ethylene oxide derivative presented by a formula (II) as the raw materials, and carrying out insertion reaction on elemental selenium in a reaction solvent under the common effect of a copper catalyst, silver salt and alkali, so as to obtain the beta-hydroxyphenyl selenide compound represented by a formula (III), wherein R1 and R2 are respectively independently selected from one of H, a benzene ring, a naphthalene ring, a heterocyclic ring, a substituted benzene ring, linear alkyl, branched chain, halogen, nitryl and a cyano group.
A simple and non-conventional method for the synthesis of selected β-arylalkylchalcogeno substituted alcohols, amines and carboxylic acids
Borges, Elton L.,Jacob, Raquel G.,Lenard?o, Eder J.,Lima, David B.,Perin, Gelson,Silva, Márcio S.,Silva, Patrícia C.
, p. 376 - 389 (2017/02/05)
A simple and mild procedure for the reaction of nucleophilic chalcogenium species (Se and Te) with lactones, epoxides or aziridines to prepare chalcogen-containing acids, alcohols and amines in non-conventional media is described. The chalcogenolate nucle
Copper-Catalyzed Oxirane-Opening Reaction with Aryl Iodides and Se Powder
Min, Lin,Wu, Ge,Liu, Miaochang,Gao, Wenxia,Ding, Jinchang,Chen, Jiuxi,Huang, Xiaobo,Wu, Huayue
, p. 7584 - 7590 (2016/09/09)
Using Se powder as the selenating reagent, the copper-catalyzed double C-Se cross-coupling of aryl iodides, epoxides, and elemental selenium has been developed. This strategy provides a straightforward approach to the synthesis of β-hydroxy phenylselenides with excellent regioselectivity of the ring opening reaction. This process proceeds in generally good yields and is compatible with a broad range of functional groups.
Tandem base-free synthesis of β-hydroxy sulphides under ultrasound irradiation
Lv, Guang-Shu,Duan, Fu-Jun,Ding, Jin-Chang,Cheng, Tian-Xing,Gao, Wen-Xia,Chen, Jiu-Xi,Wu, Hua-Yue
, p. 1057 - 1062 (2013/03/13)
Rongalite promotes cleavage of diaryl disulphides generating the corresponding thiolate species in situ which then undergo facile ring-opening of epoxides in a regioselective manner under ultrasound irradiation, affording β-hydroxy sulphides in good to ex
Ultrasound assisted ring-opening reaction of epoxides with 1,2-diphenyldiselenide
Cheng, Tianxing,Zheng, Xiangyong,Ke, Qiang
experimental part, p. 522 - 524 (2011/11/30)
Ultrasound assisted ring-opening of epoxides with 1,2-diphenyldiselenide in PEG-400/H2O in the presence of sodium dithionite has been developed, affording β-hydroxy selenides with high regioselectivity in good to excellent yields. Importantly,
Rongalite-promoted odourless and highly regioselective synthesis of β-hydroxyselenides under solvent-free conditions
Lv, Guangshu,Li, Ting,Hu, Ruijia,Chen, Jiuxi,Ding, Jinchang,Wu, Huayue
experimental part, p. 549 - 552 (2011/02/22)
An efficient and facile procedure for the odourless and highly regioselective synthesis of β-hydroxyselenides by the ring-opening of epoxides with 1,2-diphenyldiselenide in the presence of Rongalite and K2CO3 under solven
Preparation of the first bench-stable phenyl selenolate: An interesting "on water" nucleophilic reagent
Santi, Claudio,Santoro, Stefano,Battistelli, Benedetta,Testaferri, Lorenzo,Tiecco, Marcello
scheme or table, p. 5387 - 5390 (2009/05/07)
In this communication we report the synthesis and the characterization of the first solid and air-stable selenolates, starting from commercially available phenylselenenyl halides and elemental zinc. These reagents were efficiently employed in the ring ope
