698389-67-2Relevant academic research and scientific papers
Dihalogenation of gem-aryl-disubstituted methylenecyclopropanes by DEAD, DIAD/TiX4 or free halogen
Shao, Li-Xiong,Zhao, Lin-Jing,Shi, Min
, p. 4894 - 4900 (2004)
The reaction of gem-aryl-disubstituted methylenecyclopropanes with TiX 4/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.
Facile synthesis of cross-conjugated gem-disubstituted trienes via palladium-catalyzed cross-coupling protocol of 1,1-disubstituted 2,4-diiodo-but-1-ene with alkenes
Shi, Min,Shao, Li-Xiong
, p. 807 - 810 (2007/10/03)
Cross-conjugated coupling products described in the title are obtained in moderate to high yields by the reactions of the corresponding 1,1-disubstituted 2,4-diiodo-but-1-enes, which are derived from the ring-opening reaction of methylenecyclopropanes with iodine, with substituted alkenes in the presence of palladium(II) catalyst under simple Heck-type reaction conditions.
