36856-92-5Relevant articles and documents
Alkali-metal mediated zincation of N-heterocyclic substrates using the lithium zincate complex, (THF)Li(TMP)Zn(tBu)2 and applications in in situ cross coupling reactions
Blair, Victoria L.,Blakemore, David C.,Hay, Duncan,Hevia, Eva,Pryde, David C.
supporting information; experimental part, p. 4590 - 4594 (2011/09/30)
This study investigates the ability of the mixed-metal reagent [Li(TMP)Zn(tBu)2] 1 to promote direct Zn-H exchange reactions (zincations) of a wide range of N-heterocyclic molecules. The generated metallated intermediates from these reactions are intercepted with I2 and some of them are also employed as precursors in Pd-catalysed Negishi cross-coupling applications. A comparison with recent precedents in metallation chemistry reveals that for some of these heterocycles, 1 allows improved conversions, under milder conditions and in certain cases, even gives unique regioselectivities.
Direct zincation of functionalized aromatics and heterocycles by using a magnesium base in the presence of ZnCl2
Dong, Zhibing,Clososki, Giuliano C.,Wunderlich, Stefan H.,Unsinn, Andreas,Li, Jinshan,Knochel, Paul
experimental part, p. 457 - 468 (2009/06/24)
A wide range of polyfunctional aryl and heteroaryl zinc reagents were efficiently prepared in THF by using (TMP)2:Mg·2LiCl (TMP = 2,2,6,6-tetramethylpiperamidyl) in the presence of ZnCl2. The possible pathways of this metalation proc
Application of phosphonium salts to the reactions of various kinds of amides
Sugimoto, Osamu,Mori, Miho,Moriya, Keisuke,Tanji, Ken-Ichi
, p. 1112 - 1118 (2007/10/03)
The phosphonium salts 1 and 2 prepared from triphenylphosphine and N-halogenosuccinimide proved to be applicable to the conversion of amide compounds. Especially, halogenation of electron-deficient heteroaromatic alcohols with these reagents seems to be a convenient method compared to the halogenation with phosphorus oxyhalides.