27933-64-8Relevant academic research and scientific papers
Palladium catalyzed carbonylative generation of potent, pyridine-based acylating electrophiles for the functionalization of arenes to ketones
Arndtsen, Bruce A.,Kaiser, Angela M.,Liu, Yi
, p. 8610 - 8616 (2020/09/07)
We describe here the design of a palladium catalyzed route to generate aryl ketones via the carbonylative coupling of (hetero)arenes and aryl- or vinyl-triflates. In this, the use of the large bite angle Xantphos ligand on palladium provides a unique avenue to balance the activation of the relatively strong C(sp2)-OTf bond with the ultimate elimination of a new class of potent Friedel-Crafts acylating agent: N-acyl pyridinium salts. The latter can be exploited to modulate reactivity and selectivity in carbonylative arene functionalization chemistry, and allow the efficient synthesis of ketones with a diverse array of (hetero)arenes. This journal is
An Electrophilic Approach to the Palladium-Catalyzed Carbonylative C-H Functionalization of Heterocycles
Tjutrins, Jevgenijs,Arndtsen, Bruce A.
supporting information, p. 12050 - 12054 (2015/10/05)
A palladium-catalyzed approach to intermolecular carbonylative C-H functionalization is described. This transformation is mediated by PtBu3-coordinated palladium catalyst and allows the derivatization of a diverse range of heterocycles, including pyrroles, indoles, imidazoles, benzoxazoles, and furans. Preliminary studies suggest that this reaction may proceed via the catalytic formation of highly electrophilic intermediates. Overall, this provides with an atom-economical and general synthetic route to generate aryl-(hetero)aryl ketones using stable reagents (aryl iodides and CO) and without the typical need to exploit pre-metalated heterocycles in carbonylative coupling chemistry.
Solvent free synthesis of 2-acylpyrroles and its derivatives catalysed by reuseable zinc oxide
Zhang, Shuguang,Feng, Chengliang,Cai, Jin,Chen, Junqing,Hu, Huayou,Ji, Min
, p. 480 - 482 (2013/09/12)
A highly efficient procedure for preparing 2-acylpyrroles and its derivatives is described. The products were obtained through regioselective Friedel-Crafts reactions of pyrroles and its derivatives with alkyl or aryl acid chlorides catalysed by zinc oxide under solvent-free conditions. This method has the advantages of green chemistry, operational simplicity, solvent-free conditions, and recoverable catalyst.
