A novel reaction of trimethylsilylated arylacetylenes with sulfonyl chlorides was performed in the presence of silver nitrate or triflate. Conjugated vinyl sulfones as dramatic products were obtained in moderate yield...A novel reaction of trimethylsilylated arylacetylenes with sulfonyl chlorides was performed in the presence of silver nitrate or triflate. Conjugated vinyl sulfones as dramatic products were obtained in moderate yields and with Z-selectivity. A free radical mechanism has been proposed to account for the formation of the products.展开更多
Polystyrene-supported selenomethyl-sulfonates have been prepared. These novel reagents were treated with LDA to produce selenium stabilized carbanions, which reacted with alkyl halide and epoxides, followed by selenox...Polystyrene-supported selenomethyl-sulfonates have been prepared. These novel reagents were treated with LDA to produce selenium stabilized carbanions, which reacted with alkyl halide and epoxides, followed by selenoxide syn-elimination, to give E-vinyl sulfones and -hydroxy-substituted-E-vinyl sulfones respectively.展开更多
A copper-catalyzed 1,1-difunctionalization of terminal alkynes was achieved via a three-component reaction, providing a variety of vinyl sulfones with good yields and excellent chemo-and stereoselectivity. Preliminary...A copper-catalyzed 1,1-difunctionalization of terminal alkynes was achieved via a three-component reaction, providing a variety of vinyl sulfones with good yields and excellent chemo-and stereoselectivity. Preliminary mechanistic studies indicated that the reaction probably underwent a Cu-catalyzed formal C–H insertion to produce an allene intermediate, which was then trapped by a sulfonyl anion to give the corresponding product.展开更多
基金Project supported by the National Natural Science Foundation of China(No.21772107)the Key Research and Development Plan of Shandong Province(No.2019GSF108017)。
文摘A novel reaction of trimethylsilylated arylacetylenes with sulfonyl chlorides was performed in the presence of silver nitrate or triflate. Conjugated vinyl sulfones as dramatic products were obtained in moderate yields and with Z-selectivity. A free radical mechanism has been proposed to account for the formation of the products.
文摘Polystyrene-supported selenomethyl-sulfonates have been prepared. These novel reagents were treated with LDA to produce selenium stabilized carbanions, which reacted with alkyl halide and epoxides, followed by selenoxide syn-elimination, to give E-vinyl sulfones and -hydroxy-substituted-E-vinyl sulfones respectively.
基金supported by the National Natural Science Foundation of China(21432009,21672200,21472177,21772185,21801233)the Strategic Priority Research Program of the Chinese Academy of Sciences(XDB20000000)
文摘A copper-catalyzed 1,1-difunctionalization of terminal alkynes was achieved via a three-component reaction, providing a variety of vinyl sulfones with good yields and excellent chemo-and stereoselectivity. Preliminary mechanistic studies indicated that the reaction probably underwent a Cu-catalyzed formal C–H insertion to produce an allene intermediate, which was then trapped by a sulfonyl anion to give the corresponding product.