Showing papers by "Masahito Ochiai published in 2005"
25 citations
TL;DR: In this paper, a vinylic SN2 reaction was used to give the inverted (E)-β-benzoyloxyvinyl halides in high yields, with tetrabutylammonium halide in THF at 65°C.
20 citations
TL;DR: Exposure of 1-alkynyl[p-(trifluoromethyl)phenyl](tetrafluoroborato)-lambda3-bromanes to 2-mercaptobenzimidazole or benzothiazole in dichloromethane resulted in a domino Michael addition-carbene rearrangement-cyclization reaction to produce directly tricyclic heterocycles in high yields.
15 citations
TL;DR: The authors showed that 1-alkynyl[p-(trifluoromethyl)phenyl]phenyl(tetrafluoroborato)-λ3-bromane insertion reactions can produce 1-sulfonylcyclopentenes selectively.
Abstract: Exposure of 1-alkynyl[p-(trifluoromethyl)phenyl](tetrafluoroborato)-λ3-bromanes to sodium benzenesulfinate or sodium trifluoromethanesulfinate in dichloromethane at 0 °C under argon resulted in tandem Michael–carbene insertion reactions to produce 1-sulfonylcyclopentenes selectively, with concomitant formation of a small amount of rearranged 1-alkynyl sulfones.
TL;DR: In this paper, a vinylic SN2 reaction was used to give the inverted (E)-β-benzoyloxyvinyl halides in high yields, with tetrabutylammonium halide in THF at 65°C.
Abstract: Treatment of (Z)-(β-benzoyloxyvinyl)phenyl-λ3-iodanes, readily prepared from ethynyl(phenyl)(tetrafluoroborato)-λ3-iodane via stereoselective Michael-type addition of benzoic acids in methanol in the presence of sodium benzoates, with tetrabutylammonium halides in THF at 65 °C results in a vinylic SN2 reaction to give the inverted (E)-β-benzoyloxyvinyl halides in high yields.