1510865-73-2Relevant academic research and scientific papers
An Improved System for the Aqueous Lipshutz-Negishi Cross-Coupling of Alkyl Halides with Aryl Electrophiles
Bhonde, Vasudev R.,O'Neill, Brian T.,Buchwald, Stephen L.
supporting information, p. 1849 - 1853 (2016/02/03)
The development of a palladacyclic precatalyst supported by a new biaryl(dialkyl)phosphine ligand (VPhos) in combination with octanoic acid/sodium octanoate as a simple and effective surfactant system provided an improved catalyst system for the rapid con
Reductive cross-coupling of nonaromatic, heterocyclic bromides with aryl and heteroaryl bromides
Molander, Gary A.,Traister, Kaitlin M.,ONeill, Brian T.
, p. 5771 - 5780 (2014/07/08)
Reductive cross-coupling allows the direct C-C bond formation between two organic halides without the need for preformation of an organometallic reagent. A method has been developed for the reductive cross-coupling of nonaromatic, heterocyclic bromides with aryl or heteroaryl bromides. The developed conditions use an air-stable Ni(II) source in the presence of a diamine ligand and a metal reductant to allow late-stage incorporation of saturated heterocyclic rings onto aryl halides in a functional-group tolerant manner.
Metal-free coupling of saturated heterocyclic sulfonylhydrazones with boronic acids
Allwood, Daniel M.,Blakemore, David C.,Brown, Alan D.,Ley, Steven V.
, p. 328 - 338 (2014/01/17)
The coupling of aromatic moieties with saturated heterocyclic partners is currently an area of significant interest for the pharmaceutical industry. Herein, we present a procedure for the metal-free coupling of 4-, 5-, and 6-membered saturated heterocyclic p-methoxyphenyl (PMP) sulfonylhydrazones with aryl and heteroaromatic boronic acids. This procedure enables a simple, two-step synthesis of a range of functionalized sp2-sp3 linked bicyclic building blocks, including oxetanes, piperidines, and azetidines, from their parent ketones.
