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UNSATURATED THIOLATES AND THEIR ANALOGS IN CYCLOADDITION REACTIONS XII. REACTIONS OF ALKALI-METAL-2-PHENYLETHYNYLSELENOLATES WITH ACETYLENIC DIPOLAROPHILES
Laishev, V. Z.,Petrov, M. L.,Petrov, A. A.
, p. 245 - 250 (2007/10/02)
The direction of the reactions of the salts of 2-phenylethynylselenols with acetylenecarboxylic esters depends on the nature of the cation.In the case of dimethyl acetylenedicarboxylate the potassium salt forms products from nucleophilic and 1,3-anionic cycloaddition, while the lithium salt and also the potassium salt in the presence of crown ether only form the cycloaddition product.In analogous reactions with methyl phenylpropiolate the potassium salt only forms the nucleophilic addition product, while the lithium salt forms products of both types.In all cases strict regiospecificity is observed.
