7392-13-4Relevant academic research and scientific papers
Synthesis of alkynyltellurides mediated by K3PO4 and DMSO
Do Sacramento, Manoela,Menezes, Larissa,Goldani, Bruna,Perin, Gelson,Silva, Marcio S.,Barcellos, Thiago,Alves, Diego
supporting information, p. 11091 - 11098 (2019/07/31)
In the present work, a simple method for the synthesis of alkynyltellurides is described by the reactions of terminal alkynes with diorganyl ditellurides in the presence of a catalytic amount of K3PO4. In both substrates, it was possible to vary the aryl and alkyl groups, obtaining the products of interest in short reaction times and in yields ranging from 30 to 93%. This methodology, different from those already reported in the literature, has the advantage of using a catalytic amount of a weak base and no use of metallic catalysts.
Simultaneous Construction of C?Se And C?S Bonds via the Visible-Light-Mediated Multicomponent Cascade Reaction of Diselenides, Alkynes, and SO2
Chen, Hui,Ding, Rui,Tang, Haitao,Pan, Yingming,Xu, Yanli,Chen, Yanyan
supporting information, p. 3264 - 3268 (2019/09/17)
A visible-light mediated multicomponent cascade reaction of diselenides, alkynes, and sulfur dioxide was developed, in which multiple C?Se and C?S bonds were constructed, and unexpected β-sulfonylvinylselane compounds were generated with high selectivity for E configuration. β-Sulfonylvinylselane transformation into 1,4-oxathiine-4,4-dioxide and sulfonylethyne derivates was then investigated. A plausible mechanism involving a selenium radical-initiated cascade reaction and sulfur dioxide insertion was proposed.
Visible-Light Promoted Stereoselective Arylselanyl Functionalization of Alkynes
Weber, Andressa C. H.,Coelho, Felipe L.,Affeldt, Ricardo F.,Schneider, Paulo H.
supporting information, p. 6738 - 6742 (2018/11/23)
Functionalization of double bonds with arylselenium groups found in the literature, commonly uses high temperatures in the presence of metal catalysts, reducing agents or other additives. In this context, this work presents a series of bis-arylselanyl ole
DES as a green solvent to prepare 1,2-bis-organylseleno alkenes. Scope and limitations
Lopes, Eric F.,Gon?alves, Lóren C.,Vinueza, Julio C.G.,Jacob, Raquel G.,Perin, Gelson,Santi, Claudio,Lenard?o, Eder J.
supporting information, p. 6890 - 6895 (2015/11/27)
We describe here our results on the use of choline chloride/urea 1:2 as a deep eutectic solvent (DES) in the synthesis of vinyl selenides. A good selectivity for the (E)-1,2-bis-organylseleno alkenes was observed starting from terminal alkynes and diaryl
CuI/glycerol mediated stereoselective synthesis of 1,2-bis-chalcogen alkenes from terminal alkynes: Synthesis of new antioxidants
Gon?alves, Lóren C.C.,Victória, Francine N.,Lima, David B.,Borba, Pedro M.Y.,Perin, Gelson,Savegnago, Lucielli,Lenard?o, Eder J.
supporting information, p. 5275 - 5279 (2015/01/16)
(E)-1,2-Bis-chalcogen alkenes were stereoselectively prepared in good yields by the addition of diorganyl dichalcogenides to terminal alkynes using CuI/Zn/glycerol as a recyclable catalytic system. The antioxidant activity in vitro of four (E)-1,2-bis-cha
A simple and stereoselective synthesis of (Z)-1,2-bis-arylselanyl alkenes from alkynes using KF/Al2O3
Lara, Renata G.,Rosa, Paloma C.,Soares, Liane K.,Silva, Marcio S.,Jacob, Raquel G.,Perin, Gelson
, p. 10414 - 10418,5 (2012/12/12)
The title compounds were synthesized by a one-pot reaction of diaryl diselenides with terminal alkynes avoiding the previous preparation of arylselanyl alkynes. The reactions were performed under mild conditions with a range of terminal alkynes using KF/A
Highly selective perfluoroalkylchalcogenation of alkynes by the combination of iodoperfluoroalkanes and organic dichalcogenides upon photoirradiation
Tamai, Taichi,Nomoto, Akihiro,Tsuchii, Kaname,Minamida, Yoshiaki,Mitamura, Takenori,Sonoda, Motohiro,Ogawa, Akiya
, p. 10516 - 10522,7 (2012/12/12)
Vinylic selenides and tellurides are useful synthetic intermediates for preparation of vinylic compounds and carbonyl compounds. Herein we report highly selective perfluoroalkylselenation and -telluration of terminal alkynes by using heteroatom mixed systems, i.e., (PhSe)2/RfI and (PhTe)2/RfI, upon photoirradiation. When the reaction of aromatic alkynes and conjugated enynes with diphenyl diselenide and perfluoroalkyl iodide is conducted in benzotrifluoride (BTF) as solvent upon irradiation with a xenon lamp through Pyrex (hν >300 nm), novel perfluoroalkylselenation of the alkynes takes place regio- and stereoselectively to give 1-(perfluoroalkyl)-2-(phenylseleno)alkenes in good yields. Similar procedure can be applied to photoinduced perfluoroalkyltelluration of aromatic alkynes, and perfluoroalkyl and phenyltelluro groups are introduced to the terminal and internal positions of alkynes regio- and stereoselectively. Since perfluoroalkyl (fluorous) groups make it possible to isolate the products easily by fluorous/organic/aqueous extraction technique, the obtained perfluoroalkylselenation and -telluration products are promising as synthetic intermediates.
Highly stereoselective method to prepare bis-phenylchalcogen alkenes via addition of chalcogenolate to phenylseleno alkynes
Perin, Gelson,Borges, Elton L.,Alves, Diego
experimental part, p. 2066 - 2069 (2012/07/14)
The preparation of bis-phenylchalcogen alkenes starting from phenylseleno alkynes is described. The nucleophilic species of selenium, tellurium and sulfur were generated in situ from the reaction of the respective diphenyl dichalcogenide with NaBH4 in PEG-400 as solvent. The chalcogenolate anions were efficiently and selectively added to a variety of phenylselenoalkynes at mild conditions, furnishing the respective (Z)-1,2-bis-phenylchalcogen alkenes in good yields.
Cesium Salt-Catalyzed Addition of Diphenyl Dichalcogenides to Alkynes: Selective Synthesis of Bis- and Mono(phenylchalcogeno)alkenes
Nishiyama, Yutaka,Ohnishi, Haruko,Koguma, Yuya
experimental part, p. 1170 - 1174 (2009/12/25)
A cesium salt has a unique catalytic ability for the reaction of alkynes with diphenyl dichalcogenides. When the diphenyl dichalcogenides, such as the disulfide, diselenide, or ditelluride, were allowed to react with alkynes in the presence of a catalytic
Addition of chalcogenolate anions to terminal alkynes using microwave and solvent-free conditions: Easy access to bis-organochalcogen alkenes
Perin, Gelson,Jacob, Raquel G.,Dutra, Luiz G.,De Azambuja, Francisco,Dos Santos, Greice F. F.,Lenard?o, Eder J.
, p. 935 - 938 (2007/10/03)
We present here the reaction of diphenyl dichalcogenides (Se and Te) with propargyl alcohols using alumina supported sodium borohydride under solvent-free conditions. This efficient and improved method is general and furnishes the corresponding vinyl chal
