123883-75-0Relevant academic research and scientific papers
Electrochemical oxidative cyclization of olefinic carbonyls with diselenides
Guan, Zhipeng,Wang, Yunkun,Wang, Huamin,Huang, Yange,Wang, Siyuan,Tang, Hongding,Zhang, Heng,Lei, Aiwen
supporting information, p. 4976 - 4980 (2019/09/30)
The tandem cyclization of olefinic carbonyls with easily accessible diselenides facilitated by electrochemical oxidation has been successfully developed, which provides an environmentally friendly method for the construction of C-Se and C-O bonds simultaneously. A series of seleno dihydrofurans and seleno oxazolines, bearing fragile heterocycles, subtle C-I bonds and supernumerary vinyl groups, were forged using this elegant chelation strategy. Neither metal catalysts nor external chemical oxidants are required to promote this transformation.
Alcohol substitution and dehydrogenation of selenium compounds: A convenient preparation of trisubstituted furans from allyl-substituted 1,3-dicarbonyls
Tang,Huang, Xian
scheme or table, p. 312 - 313 (2009/05/26)
Trisubstituted furans have been synthesised efficiently by an alcohol substitution and dehydrogenation reaction of selenocyclic enol ethers which were prepared by organoselenium-induced regioselective electrophilic intramolecular cyclisation of allyl-substituted 1,3-dicarbonyls.
Iodosobenzene diacetate and diphenyl diselenide: An electrophilic selenenylating agent of double bonds
Tingoli, Marco,Tiecco, Marcello,Testaferri, Lorenzo,Temperini, Andrea
, p. 1769 - 1778 (2007/10/03)
Phenylseleno-acetoxylation, hydroxylation, etherification and lactonization products are obtained in good yields from the reaction of alkenes with diphenyl diselenide and iodosobenzene diacetate, in acetonitrile.
Ring-Closure Reactions Initiated by the Peroxydisulfate Ion Oxidation of Diphenyl Diselenide
Tiecco, M.,Testaferri, L.,Tingoli, M.,Bartoli, D.,Balducci, R.
, p. 429 - 434 (2007/10/02)
The oxidation of diphenyl diselenide with ammonium peroxydisulfate proceeded cleanly to afford phenylselenium cations and sulfate anions.This is a very simple and efficient method to produce phenylselenium cations in the absence of nucleophilic counterions.This reaction was employed to effect selenium-induced ring closure reactions starting from alkenes containing internal nucleophiles.Thus, unsaturated alcohols and amides, β-diketones and β-keto esters gave the products of phenylselenoetherification.The same process occurred with dienes and unsaturated ketones when the reaction was carried out in the presence of water or methanol, respectively.Unsaturated acids, esters, and imides afforded the phenylselenolactonization products.
