117726-62-2Relevant academic research and scientific papers
Dual Nickel/Photoredox-Catalyzed Deaminative Cross-Coupling of Sterically Hindered Primary Amines
Dorsheimer, Julia R.,Ashley, Melissa A.,Rovis, Tomislav
supporting information, p. 19294 - 19299 (2021/11/23)
We report a method to activate α-3° amines for deaminative arylation via condensation with an electron-rich aldehyde and merge this reactivity with nickel metallaphotoredox to generate benzylic quaternary centers, a common motif in pharmaceuticals and natural products. The reaction is accelerated by added ammonium salts. Evidence is provided in support of two roles for the additive: inhibition of nickel black formation and acceleration of the overall reaction rate. We demonstrate a robust scope of amine and haloarene coupling partners and show an expedited synthesis of ALK2 inhibitors.
Nickel-Catalyzed Reductive Coupling of Aryl Bromides with Tertiary Alkyl Halides
Wang, Xuan,Wang, Shulin,Xue, Weichao,Gong, Hegui
supporting information, p. 11562 - 11565 (2015/09/28)
A mild Ni-catalyzed reductive arylation of tertiary alkyl halides with aryl bromides has been developed that delivers products bearing all-carbon quaternary centers in moderate to excellent yields with excellent functional group tolerance. Electron-deficient arenes are generally more effective in inhibiting alkyl isomerization. The reactions proceed successfully with pyridine or 4-(dimethylamino)pyridine, while imidazolium salts slightly enhance the coupling efficiency.
SYNTHESIS OF SUBSTITUTED BENZENOIDS AND BIPHENYLS VIA DIELS-ALDER CYCLOADDITION OF 6-METHOXY-2-PYRONES
Ahmed, Salman A.,Bardshiri, Esfandiar,Simpson, Thomas J.
, p. 1595 - 1596 (2007/10/02)
A convenient synthesis of substituted 6-methoxy-2-pyrones from alkyl and aryl esters is described.These pyrones undergo Diels-Alder reactions with acetylenic dienophiles to provide an efficient route to polysubstituted benzoates, phthalates and biphenyls.
