4916-78-3Relevant academic research and scientific papers
A general process for the haloamidation of olefins. Scope and mechanism
Yeung, Ying-Yeung,Gao, Xuri,Corey
, p. 9644 - 9645 (2006)
A methodology is described for the addition of a bromine atom and an amide nitrogen in a trans sense to an olefinic double bond. The process, which is illustrated by numerous examples, involves the use of an N-bromoamide and a Lewis acid as a source of Br
REACTION OF IODOSOFLUOROSULFATE WITH ALKENES
Zefirov, N. S.,Kasumov, T. M.,Koz'min, A. S.,Sorokin, V. D.,Polishchuk, V. R.
, p. 341 - 352 (2007/10/02)
The electrophilic addition of iodosofluorosulfate to a series of acyclic and mono-, bi-, and polycyclic olefins, dienes, and trienes was investigated for the first time. The high electrophilicity of this reagent favors the formation of the intermediate ca
Nitrosonium Ion Promoted Iodination and 1,2-Iodofunctionalization of Cyclohexene
Radner, Finn
, p. 902 - 907 (2007/10/02)
The promoting influence of NO+BF4- on the addition of I2 or 'I+Nu-' couples to cyclohexene (1) in the presence of O2 is described. 1-Acetoxy-2-iodocyclohexane is obtained in 89percent isolated yield from the reaction of I2, 1 and CH3COOH in CH2Cl2, and the corresponding methoxy- and acetamido-substituted iodocyclohexanes are obtained in 96 and 92percent yield, when methanol and acetonitrile, respectively, are added.Applications of the method to the synthesis of cis-1,2-cyclohexanediol (Woodward reaction) and bis(2-iodocyclohexyl) ether is described.
