156 research outputs found
Tandem application of C-C bond-forming reactions with reductive ozonolysis
Several variants of reductive ozonolysis, defined here as the in situ generation of aldehydes or ketones during ozonolytic cleavage of alkenes, are demonstrated to work effectively in tandem with a number of C-C bond-forming reactions. For reactions involving basic nucleophiles (1,2- addition of Grignard reagents, Wittig or Horner-Emmons olefinations, and directed Aldol reactions of lithium enolates) the one-pot process offers a rapid and high-yielding alternative to traditional two-step protocols
Iron-catalyzed alkylation of alkenyl Grignard reagents
1 - ArticleThe first iron-catalyzed cross-coupling reaction between alkenyl Grignard reagents and n- or s-alkyl bromides is described. The reaction is stereoselective and takes place in the presence of 5 mol % of [Fe(acac)(3)/TMEDA/HMTA] (1:2:1) under very mild conditions (THF, 0 degrees C, 45 min)
A new efficient catalytic system for the chemoselective cobalt-catalyzed cross-coupling of aryl Grignard reagents with primary and secondary alkyl bromides
1 - ArticleThe cobalt-catalyzed alkylation of aromatic Grignard reagents is performed in good yields by using a new simple and efficient catalytic system: CoCl2/TMEDA (1:1). Primary and secondary cyclic or acyclic alkyl bromides were used successfully. The reaction is highly chemoselective since ester, amide, and keto groups are tolerated. The procedure is inexpensive and very easy to carry out on a larger scale
Cobalt-catalyzed cross-coupling reaction between functionalized primary and secondary alkyl halides and aliphatic Grignard reagents
1 - ArticleThe coupling of primary and secondary unactivated alkyl bromides with alkyl-Grignard reagents was performed in good yields under mild conditions by using a new catalytic system: consisting of cobalt chloride and tetramethylethylenediarnine (COCl(2 center dot)2LiI, 4TMEDA). The reaction is very chemoselective since ketone, ester and nitrile functions are tolerated
Manganese- or iron-catalyzed homocoupling of Grignard reagents using atmospheric oxygen as an oxidant
1 - ArticleAtmospheric oxygen was used for the first time as an oxidant in metal-catalyzed homocoupling of Grignard reagents. These manganese- or iron-catalyzed reactions are efficient, cheap, and eco-friendly. They are applicable to the large-scale synthesis of symmetrical conjugated compounds
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