57718-15-7Relevant academic research and scientific papers
Cyclizations of ω-Alkynyl Halides by Cr(II) Reduction
Crandall, Jack. K.,Michaely, W. J.
, p. 4244 - 4248 (1984)
Reduction of halides of the types RCC(CH2)nX with Cr(II) in aqueous DMF containing ethylenediamine proceeds by way of the intermediate radicals which cyclize regioselectively in the n=4 and n=5 cases to give substituted methylenecycloalkanes.Experimental conditions which favor longer lifetimes for the intermediate radicals (low concentrations, slow addition times, and an inverse-addition mode) result in increased cyclization.The iodides curiously give more cyclic product than the corresponding bromides.These results are discussed.
