000257889 001__ 257889
000257889 005__ 20190507143850.0
000257889 0247_ $$2doi$$a10.1002/anie.201804873
000257889 02470 $$a10.1002/anie.201804873$$2DOI
000257889 037__ $$aARTICLE
000257889 245__ $$aCross-Coupling of Alkyl Redox-Active Esters with Benzophenone Imines: Tandem Photoredox and Copper Catalysis
000257889 260__ $$c2018
000257889 269__ $$a2018
000257889 336__ $$aJournal Articles
000257889 520__ $$aAlkyl amines are an important class of organic compounds in medicinal and materials chemistry. Until now very have been very few methods for the synthesis of alkyl amines by metal‐catalyzed cross‐coupling of alkyl electrophiles with nitrogen nucleophiles. Described here is an approach to employ tandem photoredox and copper catalysis to enable the cross‐coupling of alkyl N‐hydroxyphthalimide esters, readily derived from alkyl carboxylic acids, with benzophenone‐derived imines. Hydrolysis of the coupling products furnish alkylated primary amines. Primary, secondary, and tertiary alkyl groups can be transferred, and the coupling tolerates a diverse set of functional groups. The method allows rapid functionalization of natural products and drugs, and can be used to expedite syntheses of pharmaceuticals from readily available chemical feedstocks.
000257889 700__ $$g268688$$0250082$$aMao, Runze
000257889 700__ $$aBalon, Jonathan
000257889 700__ $$aHu, Xile
000257889 773__ $$tAngewandte Chemie International Edition$$j57$$k30$$q9501-9504
000257889 8560_ $$fxile.hu@epfl.ch
000257889 8564_ $$uhttps://infoscience.epfl.ch/record/257889/files/SI.pdf$$zFinal$$s9010533
000257889 8564_ $$uhttps://infoscience.epfl.ch/record/257889/files/main%20text.pdf$$zPOSTPRINT$$s817719
000257889 909C0 $$xU11810$$pLSCI$$mxile.hu@epfl.ch$$zBorel, Alain$$0252113
000257889 909CO $$qGLOBAL_SET$$pSB$$particle$$ooai:infoscience.epfl.ch:257889
000257889 960__ $$axile.hu@epfl.ch
000257889 961__ $$afantin.reichler@epfl.ch
000257889 973__ $$aEPFL$$sPUBLISHED$$rREVIEWED
000257889 980__ $$aARTICLE
000257889 981__ $$aoverwrite