10412-66-5Relevant articles and documents
Catalytic intermolecular haloamidation of simple alkenes with N-halophthalimide as both nitrogen and halogen source
Song, Lu,Luo, Sanzhong,Cheng, Jin-Pei
, p. 5702 - 5705 (2013)
A simple, efficient, and highly atom economic haloamidation of simple alkenes has been developed, using AgBF4 or InBr3/AgBF 4 (1:3) as catalyst and N-halophthalimide as both nitrogen and halogen source. A broad range of olefins can be applied to afford vicinal haloamines in good yields and with high regioselectivity and diastereoselectivity.
Stereoselectivity of Radical Additions of N-Haloimides to Cyclic Alkenes
Kirsch, Andre,Luening, Ulrich,Krueger, Oliver
, p. 649 - 656 (2007/10/03)
The addition of N-haloimides (1-5) to alkenes 9 via imidyl radicals 6-8 introduces a halogen atom and an imidyl moiety to vicinal C-atoms of a carbon chain. With cyclic alkenes, the trans/cis-stereoselectivity depends on the nature of the imidyl unit, on the halogen atom, and on the alkene and varied between 58 : 42 and >95 : 5. Temperature dependend studies showed higher trans/cis-selectivities at elevated temperatures, which may be caused by different conformations of the adduct radicals 10-12, each of them exhibiting a different stereoselectivity.