71963-99-0Relevant academic research and scientific papers
An Efficient Method for the Copper(II)-promoted Stereoselective Iodofunctionalization of Alkenes
Barluenga, Jose,Rodriguez, Miguel A.,Campos, Pedro J.
, p. 2807 - 2809 (2007/10/02)
A mixture of iodine and CuO*HBF4 reacts stereoselectively with alkenes in the presence of a wide variety of nucleophiles (water, MeOH, HCO2H, AcOH, EtCOOH, NaNO2, KSCN, NaSO2Ar, LiCl, LiBr, NaI, Et3SiH, and MeOPh) to give the corresponding 2-functionalized iodo compounds.A regio chemistry study is also reported.
A General and Useful Copper(II)-promoted Iodofunctionalization of Unsaturated Systems
Barluenga, Jose,Rodriguez, Miguel A.,Campos, Pedro J.,Asensio, Gregorio
, p. 1491 - 1492 (2007/10/02)
A mixture of iodine and CuO*HBF4 reacts stereospecifically with olefins in the presence of a wide variety of nucleophiles (NaNO2, NaSO2Ar, NaI, Et3SiH, MeOPh and H2O) to give the corresponding 2-functionalized iodo compounds; the same reagents also cause iodofunctionalization of 1,3-dienes and acetylenes.
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
Copper-Catalyzed Additions of Sulfonyl Iodides to Simple and Cyclic Alkenes
Liu, Lilian Kao,Chi, Y.,Jen, Kwan-Yue
, p. 406 - 410 (2007/10/02)
A convenient synthesis for various β-iodo sulfones has been developed.The reaction involves additions of alkane- and arenesulfonyl iodides to simple and cyclic alkenes under the catalytic action of copper(II) chloride.The favored stereochemical results for cyclic alkenes have been rationalized in terms of stepwise addition of both portions of the addend from the diaxial direction.
