000124443 001__ 124443
000124443 005__ 20241125101148.0
000124443 0247_ $$2doi$$a10.1021/acscatal.2c05895
000124443 0248_ $$2sideral$$a132904
000124443 037__ $$aART-2023-132904
000124443 041__ $$aeng
000124443 100__ $$aTarifa, L.
000124443 245__ $$aIridium-Catalyzed Regio- and Diastereoselective Synthesis of C-Substituted Piperazines
000124443 260__ $$c2023
000124443 5060_ $$aAccess copy available to the general public$$fUnrestricted
000124443 5203_ $$aPiperazine rings are essential motifs frequently found in commercial drugs. However, synthetic methodologies are mainly limited to N-substituted piperazines, preventing structural diversity. Disclosed herein is a straightforward catalytic method for the synthesis of complex C-substituted piperazines based on an uncommon head-to-head coupling of easily prepared imines. This 100% atom-economic process allows the selective formation of a sole diastereoisomer, a broad substrate scope, and a good functional group tolerance employing a bench-stable iridium catalyst under mild reaction conditions. Key to the success is the addition of N-oxides to the reaction mixture, as they notably enhance the catalytic activity and selectivity.
000124443 536__ $$9info:eu-repo/grantAgreement/ES/AEI/PID2020-119512GB-I00$$9info:eu-repo/grantAgreement/ES/DGA/E50-20D$$9info:eu-repo/grantAgreement/ES/MICINN/IJC-2018-035231-I
000124443 540__ $$9info:eu-repo/semantics/openAccess$$aby$$uhttp://creativecommons.org/licenses/by/3.0/es/
000124443 590__ $$a11.7$$b2023
000124443 592__ $$a3.847$$b2023
000124443 591__ $$aCHEMISTRY, PHYSICAL$$b21 / 178 = 0.118$$c2023$$dQ1$$eT1
000124443 593__ $$aChemistry (miscellaneous)$$c2023$$dQ1
000124443 593__ $$aCatalysis$$c2023$$dQ1
000124443 594__ $$a20.8$$b2023
000124443 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion
000124443 700__ $$aRío, M. P. del
000124443 700__ $$aAsensio, L.
000124443 700__ $$0(orcid)0000-0003-4500-1974$$aLópez, J. A.$$uUniversidad de Zaragoza
000124443 700__ $$0(orcid)0000-0002-7188-8014$$aCiriano, M. A.
000124443 700__ $$0(orcid)0000-0003-1115-6759$$aGeer, A. M.$$uUniversidad de Zaragoza
000124443 700__ $$0(orcid)0000-0003-3306-0635$$aTejel, C.
000124443 7102_ $$12010$$2760$$aUniversidad de Zaragoza$$bDpto. Química Inorgánica$$cÁrea Química Inorgánica
000124443 773__ $$g13, 5 (2023), 3148-3152$$pACS catal.$$tACS CATALYSIS$$x2155-5435
000124443 8564_ $$s2094089$$uhttps://zaguan.unizar.es/record/124443/files/texto_completo.pdf$$yVersión publicada
000124443 8564_ $$s2650499$$uhttps://zaguan.unizar.es/record/124443/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada
000124443 909CO $$ooai:zaguan.unizar.es:124443$$particulos$$pdriver
000124443 951__ $$a2024-11-22-12:05:18
000124443 980__ $$aARTICLE