1384966-41-9Relevant academic research and scientific papers
Mild and selective base-free C-H arylation of heteroarenes: experiment and computation
Gemoets, Hannes P. L.,Kalvet, Indrek,Nyuchev, Alexander V.,Erdmann, Nico,Hessel, Volker,Schoenebeck, Franziska,No?l, Timothy
, p. 1046 - 1055 (2017/02/10)
A mild and selective C-H arylation strategy for indoles, benzofurans and benzothiophenes is described. The arylation method engages aryldiazonium salts as arylating reagents in equimolar amounts. The protocol is operationally simple, base free, moisture tolerant and air tolerant. It utilizes low palladium loadings (0.5 to 2.0 mol% Pd), short reaction times, green solvents (EtOAc/2-MeTHF or MeOH) and is carried out at room temperature, providing a broad substrate scope (47 examples) and excellent selectivity (C-2 arylation for indoles and benzofurans, C-3 arylation for benzothiophenes). Mechanistic experiments and DFT calculations support a Heck-Matsuda type coupling mechanism.
SILANYLOXYARYL PHOSPHINE LIGAND AND USES THEREOF IN C-N CROSS-COUPLING
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Paragraph 00117; 00148; 00149, (2013/11/18)
The present invention pertains to silanyloxyaryl phosphine ligands of formula (I) and their uses with transition metal catalyst precursors for organic synthesis reactions. More particularly, the present invention pertains to the use of silanyloxyaryl phosphine ligands and with transition metal catalyst precursors in C-N cross-coupling reactions.
Efficient palladium-catalyzed synthesis of substituted indoles employing a new (silanyloxyphenyl)phosphine ligand
Lavery, Christopher B.,McDonald, Robert,Stradiotto, Mark
supporting information; experimental part, p. 7277 - 7279 (2012/07/28)
The new and easily prepared OTips-DalPhos ligand (L1) offers broad substrate scope at relatively low loadings in the palladium-catalyzed C-N cross-coupling/cyclization of o-alkynylhalo(hetero)arenes with primary amines, affording indoles and related heterocyclic derivatives in high yield.
