146896-35-7Relevant 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
, p. 4976 - 4980 (2019)
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.
Time-economical synthesis of selenofunctionalized heterocycles via I2O5-mediated selenylative heterocyclization
Zhou, Chen-Fan,Zhang, Yun-Qian,Ling, Yong,Ming, Liang,Xi, Xia,Liu, Gong-Qing,Zhang, Yanan
supporting information, p. 420 - 426 (2022/01/20)
A time-economical and robust synthesis of various selenofunctionalized heterocycles was accomplished via I2O5-mediated selenocyclizations of olefins with diselenides. Using this method, 116 selenomethyl-substituted heterocycles were
Elimination Reactions of Terminal β-Oxy Selenoxides. Synthesis of Aryl and Vinyl Enol Ethers and of Furans, Oxazoles, and Thiazoles
Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco,Marini, Francesca
, p. 1349 - 1354 (2007/10/02)
Elimination reactions of terminal selenoxides holding an alkoxy group in the β-position, RCH(OR)CH2SeOPh, are usually difficult and can give rise to complex reaction mixtures.We report that these reactions take place more easily whenever the oxygen atom is linked to an unsaturated group (-CH=CHR, -Ar, -CR=O, -CH=NR).These selenoxides are easily available, and the elimination reaction was employed to effect useful syntheses of both open-chain and cyclic aryl and vinyl enol ethers.Moreover, by simple isomerization with acids or bases the cyclic derivatives can be transformed into the corresponding furans.The same procedure has been employed to synthesize substituted oxazoles and thiazoles also.
