1032818-99-7Relevant academic research and scientific papers
One-Pot, Modular Approach to Functionalized Ketones via Nucleophilic Addition of Alkyllithium Reagents to Benzamides and Pd-Catalyzed α-Arylation
Wolters, Alexander T.,Hornillos, Valentin,Heijnen, Dorus,Giannerini, Massimo,Feringa, Ben L.
, p. 2622 - 2625 (2016/04/26)
An efficient, in situ sequential 1,2-addition of alkyllithium reagents to benzamides followed by α-arylation of the resulting alkyl ketones is reported. The use of Pd[P(t-Bu)3]2, as catalyst for the α-arylation reaction, allows access to a wide variety of functionalized benzyl ketones in a modular way. The decomposition of the tetrahedral intermediate originated from the 1,2-addition liberates in situ a lithium amide, therefore avoiding the need of an external base for the α-arylation. The method affords good overall yields with a variety of alkyl lithium reagents, benzamides, and aryl bromides, bearing a range of functional groups with complete selectivity toward the monoarylated products.
Diastereoselective friedel-crafts alkylation of indoles with chiral α-phenyl benzylic cations. Asymmetric synthesis of anti-1,1,2- triarylalkanes
Chung, John Y. L.,Mancheno, Danny,Dormer, Peter G.,Variankaval, Narayan,Ball, Richard G.,Tsou, Nancy N.
supporting information; experimental part, p. 3037 - 3040 (2009/05/07)
(Chemical Equation Presented) The reactions of chiral benzyl carbocations bearing α-phenyl substituents with N-sulfonylated indoles afford 1,1,2-triarylalkanes with antiselectivities. This outcome is a reversal of facial diastereoselectivity relative to B
