Hydroalumination of alkenes by the LiAlH4 � 3AlBr3 system
作者:E. V. Gorobets、O. V. Shitikova、S. I. Lomakina、G. A. Tolstikov、A. V. Kuchin
DOI:10.1007/bf00699198
日期:1993.9
3AlBr3 system in low-polar solvents was studied. Alkenes with mono-, di-, tri-, and tetraalkyl substituted, mono- and diaryl substituted doublebonds and anthracene react at room temperature to give the corresponding dibromoaluminoalkanes in high yields. Benzylidenefluorene, tetraphenylethylene, naphthalene, and phenanthrene do not undergo hydroalumination under these conditions. Camphene, bicyclo[3.2
Suzuki Cross-Couplings of Unactivated Secondary Alkyl Bromides and Iodides
作者:Jianrong (Steve) Zhou、Gregory C. Fu
DOI:10.1021/ja039889k
日期:2004.2.1
The capacity to employ unactivated alkyl electrophiles as coupling partners will markedly increase the already exceptional utility of metal-catalyzed cross-coupling processes. This communication describes the development of a method that achieves the first Suzuki reactions of unactivated secondaryalkylbromides and iodides. The ability to couple readily available, easy-to-handle boronic acids is an
Palladium‐Catalyzed
<i>para</i>
‐Selective Alkylation of Electron‐Deficient Arenes
作者:Zhiwei Jiao、Li Hui Lim、Hajime Hirao、Jianrong Steve Zhou
DOI:10.1002/anie.201801967
日期:2018.5.22
Intermolecular alkylations of electron‐deficient arenes proceed with good para selectivity. Palladium catalysts were used to generate nucleophilic alkyl radicals from alkyl halides, which then directly add onto the arenes. The arene scope and the site of alkylation are opposite to those of classical Friedel–Crafts alkylations, which prefer electron‐rich systems.
Treatment of alkyl halides, including tertiary alkyl bromides, with benzylic or allylic Grignard reagent in the presence of a catalytic amount of silver nitrate in ether yielded the corresponding cross-coupling products in high yields. The coupling reactions of tertiary alkyl halides provide efficient access to quaternary carbon centers.