1094417-01-2Relevant articles and documents
Accelerated zincations for an efficient and mild functionalization of aromatics and heterocycles
Unsinn, Andreas,Wunderlich, Stefan H.,Knochel, Paul
, p. 989 - 995 (2013)
An improved process for the preparation of aromatic and heteroaromatic diorganozinc reagents and their subsequent reaction with electrophiles is presented. The new method, featuring the use of a 2,2,6,6-tetramethylpiperidyl (TMP) magnesium base in the presence of zinc chloride (ZnCl2), is superior to the previous methods, which require the preparation of zinc bases. Specifically, the shorter reaction times under mild conditions provide an easier and more practical process, while the use of only a slight excess of the amide allows the isolation of products in high yields. These improvements are particularly significant for the large-scale preparation of organozincs and their subsequent reactions. Remarkably, beside the high kinetic activity, a wide range of functional groups is tolerated and sensitive heteroaromatics can easily be converted into the corresponding organometallic reagents and reacted with various electrophiles. Copyright
Facile preparation of aromatic ketones from aromatic bromides and arenes with aldehydes
Ushijima, Sousuke,Dohi, Souya,Moriyama, Katsuhiko,Togo, Hideo
scheme or table, p. 1436 - 1442 (2012/03/09)
Aromatic ketones were efficiently prepared in good yields by the reactions of aryl bromides with n-BuLi, followed by the reactions with aromatic aldehydes or aliphatic aldehydes and the subsequent treatment with molecular iodine and K2CO3, in a one-pot method. The same treatment of arenes, instead of aromatic bromides, also provided the corresponding aromatic ketones in good yields. Using these methods, various diaryl ketones and alkyl aryl ketones bearing electron-rich aromatics and electron-deficient aromatics could be prepared efficiently by a simple, transition-metal-free, and therefore environmentally benign experimental procedure.
