1226574-99-7Relevant academic research and scientific papers
Annulation of β-naphthols and 4-hydroxycoumarins with vinylsulfonium salts: Synthesis of dihydrofuran derivatives
Chen, Zi-Cong,Tong, Lang,Du, Zhi-Bo,Mao, Zhi-Feng,Zhang, Xue-Jing,Zou, Yong,Yan, Ming
supporting information, p. 2634 - 2638 (2018/04/26)
A new synthetic approach to dihydrofuran derivatives via the annulation reaction of β-naphthols and 4-hydroxycoumarins with vinylsulfonium salts has been developed. A variety of dihydrofuran derivatives were prepared in moderate to good yields under mild conditions. The products could be readily transformed to the corresponding furans via the dehydrogenation with DDQ.
A practical synthesis and applications of (E)-diphenyl-β- (trifluoromethyl)vinylsulfonium triflate
Kasai, Noritaka,Maeda, Ryoko,Furuno, Hiroshi,Hanamoto, Takeshi
, p. 3489 - 3495 (2013/01/15)
(E)-Diphenyl-β-(trifluoromethyl)vinylsulfonium triflate, readily prepared from 2-bromo-3,3,3-trifluoroprop-1-ene in two steps, undergoes double alkylation with active methylene compounds in dimethyl sulfoxide or ethyl acetate, in an open vessel at room te
β-(trifluoromethyl)vinyl sulfonium salts: Preparation and reactions with active methylene and methenyl compounds
Lin, Hao,Shen, Qilong,Lu, Long
supporting information; experimental part, p. 7359 - 7369 (2011/11/06)
Two trifluoromethyl-substituted building blocks β-(trifluoromethyl) vinyl sulfonium salts 1 and 2 were developed. Reactions of β- (trifluoromethyl)vinyl sulfonium salt 1 with active methylene compounds containing electron-withdrawing groups using DBU as the base in DMSO occurred to give trifluoromethyl-substituted cyclopropane derivatives 7 as the major products. In contrast, reactions of β-(trifluoromethyl)vinyl sulfonium salt 2 with active methylene compounds occurred with the migration of one of the electron-withdrawing groups to give the products 8 as the major products when NaH was used as the base in DMSO. Moreover, when NaH was used as base in THF/CH2Cl2 at -78 °C, reaction of β- (trifluoromethyl)vinyl sulfonium salt 1 gave trifluoromethyl-substituted 2,3-dihydrofuran derivatives 9 as the major products. A working mechanism was proposed to explain the different behaviors of the β-(trifluoromethyl)vinyl sulfonium salts 1 or 2 with active methylene compounds under these different conditions.
