67502-70-9Relevant academic research and scientific papers
Selenium Radical Mediated Cascade Cyclization: Concise Synthesis of Selenated Benzofurans (Benzothiophenes)
An, Cui,Li, Chen-Yuan,Huang, Xiao-Bo,Gao, Wen-Xia,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue
, p. 6710 - 6714 (2019)
Presented in this work is a novel methodology for the synthesis of selenated benzofurans (or benzothiophenes) via AgNO2-catalyzed radical cyclization of 2-alkynylanisoles (or 2-alkynylthioanisoles), Se powder, and arylboronic acids. This method
[Bis(trifluoroacetoxy)iodo]benzene Mediated C-3 Selenylation of Pyrido[1,2-a]Pyrimidin-4-Ones Under Ambient Conditions
Ghosh, Prasanjit,Chhetri, Gautam,Perl, Eliyahu,Das, Sajal
, p. 2148 - 2156 (2021/03/08)
Herein, we report the [Bis(trifluoroacetoxy)iodo]benzene mediated C?H bond arylselenylation of 4H-Pyrido-[1,2-a]-Pyrimidin-4-ones using readily available organodiselenides. This methodology is scalable and permits for the generation of a broad spectrum of functionally and structurally diverse selenoether derivatives in very promising yields (up to 98%). Notably, this protocol proceeds at ambient conditions and in the absence of a metal. The application of this methodology for the facile synthesis of ArSe substituted 5H-thiazolo-pyrido[3,2-a]pyrimidin-4-ones is also demonstrated. (Figure presented.).
Metal free C-3 chalcogenation (sulfenylation and selenylation) of 4H-pyrido[1,2-a]pyrimidin-4-ones
Ghosh, Prasanjit,Chhetri, Gautam,Das, Sajal
, p. 10258 - 10263 (2021/03/23)
An expeditious metal free C-3 chalcogenation of 4H-pyrido[1,2-a]pyrimidin-4-one has been devised to synthesize diversely orchestrated 3-ArS/ArSe derivatives in high yields (up to 95%). This operationally simple reaction proceeds under mild reaction condit
Metal-Free Synthesis of Aryl Selenocyanates and Selenaheterocycles with Elemental Selenium
Huang, Xiao-Bo,Liu, Miao-Chang,Wu, Hua-Yue,Zhang, Xue,Zhou, Yun-Bing
, p. 944 - 948 (2020/12/18)
This work reports a green method for the synthesis of aryl selenocyanates via a three-component reaction of arylboronic acids, Se powder, and trimethylsilyl cyanide (TMSCN) under metal-free and additive-free conditions. Remarkably, TMSCN acts as not only the substrate, but also the catalyst. Various selenaheterocycles can be also accessed with a catalytic amount of TMSCN.
Cu-Catalyzed Radical Selenylation of Olefin: A Direct Access to Vinyl Selenides
Yang, Ye-Fei,Li, Chen-Yuan,Leng, Tao,Huang, Xiao-Bo,Gao, Wen-Xia,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue
supporting information, p. 2168 - 2172 (2020/04/22)
A method for the synthesis of vinyl selenides via Cu-catalyzed three-component reactions of arylboronic acids, Se powder and diarylethylenes has been developed. The reaction proceeds via addition of in situ generated selenium-centered radical to carbon-carbon double bond. This method highlights the use of easily accessible Se powder as selenium source in the construction of vinyl selenides for the first time. (Figure presented.).
Metal-free regioselective C-H chalcogenylation of coumarins/(hetero)arenes at ambient temperature
Song, Zengqiang,Ding, Chaochao,Wang, Shaoli,Dai, Qian,Sheng, Yaoguang,Zheng, Zhilong,Liang, Guang
supporting information, p. 1847 - 1850 (2020/02/22)
A novel, practical and metal-free approach for the regioselective selenation of coumarins employing (bis(trifluoroacetoxy)iodo)benzene (PIFA) at room temperature is presented. The developed method is suitable for a wide substrate scope and affords 3-selen
Method for synthesizing alpha,beta-unsaturated selenium compound
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Paragraph 0025-0061, (2019/11/28)
The invention belongs to the field of organic selenium chemistry, and particularly relates to a method for synthesizing an alpha,beta-unsaturated selenium compound. The compound is synthesized by using an aryl boronic acid compound, elemental selenium and a diarylethene compound as reaction substrates. The method avoids toxic selenium-mercury reagents and toxic selenide reagents, conforms to the modern green development concept, and provides a green and economical method for synthesizing unsaturated selenium compounds in the future.
Organo-selenium mediated regio- and stereoselective iodoselenylation of alkynes in an aqueous medium: Simple access to (: E)-β-iodoalkenyl selenides
Zeng, Xianghua,Chen, Lu
, p. 3338 - 3342 (2019/04/01)
A method for the simple and efficient iodoselenylation of simple alkynes under mild conditions using commercially available molecular iodine (I2) and diorganoyldiselenides as starting materials has been developed. A broad range of alkynes can b
Diphenyl-Diselenide-Mediated Domino Claisen-Type Rearrangement/Cyclization of Propargylic Aryl Ethers: Synthesis of Naphthofuran-2-carboxaldehyde Derivatives
Fang, Jun-Dan,Yan, Xiao-Biao,Lin, Wu-Jie,Zhao, Yi-Chuan,Liu, Xue-Yuan
, p. 7635 - 7638 (2019/10/14)
A diphenyl-diselenide-mediated Claisen-type rearrangement/cyclization of propargylic aryl ethers under metal-free conditions is developed, affording various naphthofuran-2-carboxaldehydes in moderate to excellent yield. The broad substrate scope and excel
Synthesis of 3-Organoselenyl-2H-Coumarins from Propargylic Aryl Ethers via Oxidative Radical Cyclization
Fang, Jun-Dan,Yan, Xiao-Biao,Zhou, Li,Wang, Yu-Zhao,Liu, Xue-Yuan
supporting information, p. 1985 - 1990 (2019/03/13)
A metal-free oxidative radical cyclization/selenylation of propargylic aryl ethers with diaryl diselenides was developed. This protocol provided an alternative method to synthesize 3-organoselenyl-2H-coumarins via the formation of C?Se bond, C?C bond, and C=O bond in one step. Moreover, a broad range of functional groups (such as halogen, aldehyde, ketone, cyano, and nitro group) were tolerated. (Figure presented.).
