1072849-22-9Relevant academic research and scientific papers
Hindered aryllithium reagents as partners in palladium-catalyzed cross-coupling: Synthesis of tri- and tetra-ortho-substituted biaryls under ambient conditions
Giannerini, Massimo,Hornillos, Valentin,Vila, Carlos,Fananas-Mastral, Martin,Feringa, Ben L.
, p. 13329 - 13333 (2013)
Elegant like a butterfly, stings like a lithium reagent: Mono- and di-ortho-substituted aryllithium reagents were coupled through palladium catalysis with hindered aryl bromides to form highly congested tri- and tetra-ortho-substituted biaryls. The reaction allows the use of easily accessible ortho-functionalized aryllithium compounds. The high reactivity of organolithium reagents facilitates a fast process under ambient conditions.
Isothiourea-Catalyzed Atropselective Acylation of Biaryl Phenols via Sequential Desymmetrization/Kinetic Resolution
Brueckner, Alexander C.,Campbell, Andrew D.,Cheong, Paul Ha-Yeon,Feoktistova, Taisiia,Grove, Markas A.,Munday, Elizabeth S.,Slawin, Alexandra M. Z.,Smith, Andrew D.,Walden, Daniel M.,Young, Claire M.
supporting information, p. 7897 - 7905 (2020/03/23)
Axially chiral phenols are attractive targets in organic synthesis. This motif is central to many natural products and widely used as precursors to, or directly, as chiral ligands and catalysts. Despite their utility few simple catalytic methods are avail
Synthesis of tetra-ortho-substituted biaryls using aryltriolborates
Li, Gao-Qiang,Yamamoto, Yasunori,Miyaura, Norio
, p. 1769 - 1773 (2011/09/12)
Tetra-ortho-substituted biaryls were synthesized by cross-coupling between 2,6-disubstituted bromoarenes and aryltriolborates possessing substituents at ortho carbon. The use of a copper(I) halide such as CuCl (20 mol%) with a palladium catalyst was found
Pushing the limits of steric demand around a biaryl axis: Synthesis of tetra-ortho-substituted biaryl naphthalenes
Glass, Adam C.,Klonoski, Sam,Zakharov, Lev N.,Liu, Shih-Yuan
, p. 286 - 288 (2011/03/18)
The synthesis of tetra-ortho-substituted biaryl naphthalenes, including examples bearing multiple ortho-isopropyl groups, has been developed via a catalytic rearrangement process.
Synthesis of substituted naphthalenes via a catalytic ring-expansion rearrangement
Glass, Adam C.,Morris, Benjamin B.,Zakharov, Lev N.,Liu, Shih-Yuan
supporting information; experimental part, p. 4855 - 4857 (2009/05/31)
(Figure Presented) A new methodology for the preparation of substituted naphthalenes starting from readily available indenones, organometal reagents, and trimethylsilyldiazomethane via a catalytic rearrangement process is described. Hindered biaryl naphthalenes, including triortho-substituted biaryls, can be accessed through our method. Our results are consistent with a mechanism involving a benzobenzvalene intermediate.
