Ylides of Heterocycles, IV. Sulfonium- and Pyridinium-Ylides of Coumarin and 2-Quinolone

Article abstract of DOI:10.1007/BF00798953

The title compounds 3 can be prepared either from the iodonium-ylides 1 or from the chlorocompounds 4.On treatment with hydrochloric acid the thiophanium-ylides 3C undergo ring cleavage to the chlorobutylsulfides 5, also formed from 4 and thiophane.The dimethylsulfonium-ylide 8 is derived from activated DMSO and 7b.The Ortoleva-King reaction is discussed as an alternative method for preparing pyridiniumylides. - Keywords: Activated dimethylsulfoxide; Ortoleva-King reaction; 2-Oxo<1>benzopyran-4-olates; 2-Oxoquinolin-4-olates; Thiophanium ylides