DONOR SUBSTITUTED SULFONYL CARBENES .2. ORGANOTHIO SULFONYL CARBENES

[摘要] Organothio sulfonyl carbenes 3 have been generated via ylid thermolysis or via alpha-elimination starting from alpha-chloro alpha-organothio sulfones and their derivatives. They have been captured by suitable nucleophilic trapping reagents (diazomethane, enol ethers, and others). Their nucleophilic carbenoid precursors could be trapped by an electrophilic olefin (ketene dithioacetal S,S-dioxides as Michael acceptors). Stable carbene Z-dimers could be obtained under various conditions. Bromine catalyzed isomerization to E-isomers proved to be reversible.

[发布日期] 1994-03-21

[关键词] ELECTROPHILIC ORGANOTHIO SULFONYL CARBENES;GENERATION AND REACTIONS WITH SUITABLE NUCLEOPHILES ALPHA-ALPHA-DISULFONYL THIOETHERS;SULFONYL CYCLOPROPANES;SULFONYL PYRAZOLES;CARBENE DIMERS;SULFINATE-SULFONE PUMMERER REARRANGEMENT