100608-25-1Relevant academic research and scientific papers
Addition of Acyl and Sulfonyl Hypohalites Generated from N-Halogeno Amides to Alkenes: Synthesis of trans-vic-Halogeno Esters and their Conversion to cis-1,2-Diols
Goosen, Andre,Hoffman, Eric,Taljaard, Benjamin
, p. 41 - 44 (2007/10/02)
N-Iodo- and N-bromo-p-nitrobenzamide have been shown to react with various organic acids to form the respective acyl or sulfonyl hypoiodites or hypobromites.These readily add to double bonds under mild conditions to yield trans-vic-halogeno esters.The ste
NOVEL REAGENTS CONTAINING HYPERVALENT IODINE AND THEIR USE FOR ELECTROPHILIC ADDITIONS TO OLEFINS
Zefirov, Nikolai S.,Zhdankin, Viktor V.,Dan'kov, Yu. V.,Caple, Ronald,Berglund, Bruce A.
, p. 3971 - 3974 (2007/10/02)
A series of novel I(III) containing reagents have been developed and their electrophilic reactions with olefins giving vic-disubstituted derivatives (including vic-ditriflates) are described.
BROMO- AND IODOFUNCTIONALIZATION OF OLEFINS BY MEANS OF THE MERCURY(II) SALT-HALOGEN COMBINATION
Barluenga, Jose,Martinez-Gallo, Jose M.,Najera, Carmen,Yus, Miguel
, p. 2416 - 2443 (2007/10/02)
Mercury(II) salts (fluoride, chloride, bromide, formate, acetate, trifluoroacetate, propionate, benzoate, nitrate, methanesulphonate, toluene-p-sulphonate, thiocyanate, and toluene-p-sulphinate) reacted with monoolefines and bromine or iodine to give 1,2-bifunctionalized products resulting from the addition of the halogen and the mercury(II) salt anion selectively.The addition was regiospecific for styrene and for 3,3-dimethylbut-1-ene affording Markownikoff type products, respectively.In the case of hex-1-ene both regioisomers were obtained.For cyclic alkenes trans-1,2-derivatives were stereoselectively obtained.Cycloocta-1,5-diene gave the monoaddition products.Buta-1,3-diene underwent mainly 1,2-addition and allylic derivatives gave the corresponding 1,2,3-trifunctionalized compounds.A possible ionic mechanism is proposed to explain the obtained addition products.
The Mercury(II) Salt-Halogen Combination HgX2-Hal2: A Versatile Reagent for Stereoselective Addition of Hal-X to Alkenes
Barluenga, Jose,Martinez-Gallo, Jose M.,Najera, Carmen,Yus, Miguel
, p. 1422 - 1423 (2007/10/02)
The reaction of mercury(II) salts (fluoride, chloride, bromide, nitrate, methanesulphonate, toluene-p-sulphinate, and toluene-p-sulphonate) and halogens (bromine or iodine) with alkenes leads to the corresponding 1,2-bifunctionalized products resulting fr
