The reaction of gem‐aryl‐disubstituted methylenecyclopropanes with TiX4/diethyl azodicarboxylate and TiX4/diisopropyl azodicarboxylate in 1,2‐dichloroethane gave the dihalogenated ring‐opened product, 2,4‐dihalobut‐1‐ene, in moderate‐to‐excellent yields under mild conditions. On the basis of the proposed Orton‐type mechanism, we found that this reaction can also be carried out with free halogens such as bromine or iodine to give the same products in good yields. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
No takes yet. Share an insight, caveat, or question.
Shao et al. (2004) studied this question.