156643-23-1Relevant articles and documents
Chromium-Catalyzed Alkylation of Amines by Alcohols
Fertig, Robin,Irrgang, Torsten,Kallmeier, Fabian,Kempe, Rhett
supporting information, p. 11789 - 11793 (2020/05/26)
The alkylation of amines by alcohols is a broadly applicable, sustainable, and selective method for the synthesis of alkyl amines, which are important bulk and fine chemicals, pharmaceuticals, and agrochemicals. We show that Cr complexes can catalyze this C?N bond formation reaction. We synthesized and isolated 35 examples of alkylated amines, including 13 previously undisclosed products, and the use of amino alcohols as alkylating agents was demonstrated. The catalyst tolerates numerous functional groups, including hydrogenation-sensitive examples. Compared to many other alcohol-based amine alkylation methods, where a stoichiometric amount of base is required, our Cr-based catalyst system gives yields higher than 90 % for various alkyl amines with a catalytic amount of base. Our study indicates that Cr complexes can catalyze borrowing hydrogen or hydrogen autotransfer reactions and could thus be an alternative to Fe, Co, and Mn, or noble metals in (de)hydrogenation catalysis.
Asymmetric construction of quaternary α-nitro amides by palladium-catalyzed C(sp3)-H arylation
Kong, Wei-Xin,Xie, Shi-Jing,Cao, Chen-Yao-Zi,Zhang, Chao-Wei,Wang, Chuanyong,Duan, Wei-Liang
supporting information, p. 2292 - 2295 (2020/03/04)
Pd-Catalyzed enantioselective C(sp3)-H arylation of N-(o-Br-aryl) anilides has been disclosed, and quaternary α-nitro amides were constructed with up to 98% ee. The presence of the nitro group on the substrate enables the progress of the reaction and the ready transformation of the product to optically active quaternary amino acid derivatives.
Domino palladium-catalyzed heck-intermolecular direct arylation reactions
Rene, Olivier,Lapointe, David,Fagnou, Keith
supporting information; experimental part, p. 4560 - 4563 (2009/12/05)
A domino palladium-catalyzed Heck-intermolecular direct arylation reaction has been developed, giving access to a variety of dihydrobenzofurans, indolines, and oxindoles. A variety of sulfur-containing heterocycles such as thiazoles, thiophenes, and benzo