857007-65-9Relevant academic research and scientific papers
Palladium-Catalyzed Directed Atroposelective C-H Allylation via β-H Elimination: 1,1-Disubstituted Alkenes as Allyl Surrogates
Zhan, Bei-Bei,Jia, Zhen-Sheng,Luo, Jun,Jin, Liang,Lin, Xu-Feng,Shi, Bing-Feng
, p. 9693 - 9698 (2020)
Transition-metal-catalyzed dehydrogenative C-H allylation with 1,1-disubstituted alkenes via β-H elimination remains challenging, because of the low reactivity and difficulty of controlling selectivity. Herein, the development of a Pd(II)-catalyzed directed atroposelective C-H allylation with methacrylates is described. Exclusive allylic selectivity was achieved. A vast array of axially chiral biaryl-2-amines are efficiently synthesized with excellent enantioselectivities (up to >99% enantiomeric excess).
Synthesis of Axially Chiral Biaryl-2-amines by PdII-Catalyzed Free-Amine-Directed Atroposelective C?H Olefination
Zhan, Bei-Bei,Wang, Lei,Luo, Jun,Lin, Xu-Feng,Shi, Bing-Feng
supporting information, p. 3568 - 3572 (2020/02/05)
A simple and ubiquitously present group, free amine, is used as a directing group to synthesize axially chiral biaryl compounds by PdII-catalyzed atroposelective C?H olefination. A broad range of axially chiral biaryl-2-amines can be obtained in good yields with high enantioselectivities (up to 97 % ee). Chiral spiro phosphoric acid (SPA) proved to be an efficient ligand and the loading could be reduced to 1 mol % without erosion of enantiocontrol in gram-scale synthesis. The resulting axially chiral biaryl-2-amines also provide a platform for the synthesis of a set of chiral ligands.
Iptycenes with an acridinone motif developed through [4+2] cycloaddition of tethered naphthalene and iminoquinone: Via a radical reaction
Raju, Selvam,Annamalai, Pratheepkumar,Chen, Pei-Ling,Liu, Yi-Hung,Chuang, Shih-Ching
supporting information, p. 6247 - 6250 (2017/07/07)
A new class of iptycenes was developed by combining 2-(naphthalen-1-yl)anilines and p-benzoquinones through copper(ii)-mediated radical cyclisation. This unusual cyclisation reaction resulted in the robust and efficient syntheses of iptycenes with an acridinone motif. These iptycenes can be further transformed into planar acridinone heterocyclics through the Diels-Alder reaction.
