183557-81-5Relevant articles and documents
Monodentate phosphines provide highly active catalysts for Pd-catalyzed C-N bond-forming reactions of heteroaromatic halides/amines and (H)N-heterocycles
Anderson, Kevin W.,Tundel, Rachel E.,Ikawa, Takashi,Altman, Ryan A.,Buchwald, Stephen L.
, p. 6523 - 6527 (2006)
(Chemical Equation Presented) A good alternative: Highly reactive catalysts based on palladium and dialkylbiarylphosphino ligands provide unprecedented reactivity and selectivity in C-N bond-forming processes. The bulky monophosphine catalyst system Pd/1 was effective for the reaction of aryl/heteroaryl halides bearing primary amides and 2-aminoheterocycles (see scheme; dba = dibenzylideneacetone, R = CONH2, NH2), thus showing that monodentate phosphines are viable alternatives to, and sometimes superior to, chelating ligands.
Selective aryne formation via Grob fragmentation from the [2+2] cycloadducts of 3-triflyloxyarynes
Shi, Jiarong,Xu, Hai,Qiu, Dachuan,He, Jia,Li, Yang
, p. 623 - 626 (2017/05/15)
A chemoselective ring-opening protocol of the formal [2+2] cycloadducts of 3-triflyloxyarynes was developed to generate 2,3-aryne intermediate via Grob fragmentation. A variety of 1,3-di- and 1, 2, 3-trisubstituted arenes could be readily accessed through this [2+2] cycloaddition-2,3-aryne formation sequence. The regioselectivity in these transformations originates from the steric repulsion of the aliphatic chain.
Solid phase synthesis of aryl amines
Willoughby, Christopher A.,Chapman, Kevin T.
, p. 7181 - 7184 (2007/10/03)
A method for the solid phase synthesis of aryl amines is reported. The method involves a palladium mediated coupling reaction between aryl bromides and amines. The products are isolated in high purity and good yields. This method should prove to be a useful tool for constructing combinatorial libraries containing the aryl amine moiety.
