000150732 001__ 150732
000150732 005__ 20251017144645.0
000150732 0247_ $$2doi$$a10.3390/molecules30020236
000150732 0248_ $$2sideral$$a142805
000150732 037__ $$aART-2025-142805
000150732 041__ $$aeng
000150732 100__ $$0(orcid)0000-0003-1882-2558$$aLaga, Eduardo
000150732 245__ $$ao-Halogenation and -Alkoxylation of Phenylglycine Derivatives by Pd-Mediated C-H Functionalization: Scope and Limitations
000150732 260__ $$c2025
000150732 5060_ $$aAccess copy available to the general public$$fUnrestricted
000150732 5203_ $$aOrthopalladated derivatives from substituted phenylglycines [Pd(μ-Cl)(C6H3R1C(R2)(R3)N(R4)2]2 (1) react with halogenating reagents (PhICl2, Br2, I2) (2) to give the corresponding o-halogenated amino acids C6H3(X)R1C(R2)(R3)N(R4)2 (3). The reaction is general and tolerates a variety of functional groups (R1 to R4) at the aryl ring, the Cα, and the N atom. On the other hand, the reaction of [Pd(μ-Cl)(C6H3R1C(R2)(R3)N(R4)2]2 (1) with PhI(OAc)2 in the presence of a variety of alcohols R5OH (4) gives the o-alkoxylated phenylglycines C6H3(OR5)R1C(R2)(R3)N(R4)2 (5), also as a general process. A partial loss of the enantiomeric excess is observed when the starting phenylglycine is enantiomerically pure, this arising from the formation of bridging azavinylidene (6) and imine intermediate species (7), which were characterized by X-ray diffraction methods.
000150732 536__ $$9info:eu-repo/grantAgreement/ES/DGA/E17-23R
000150732 540__ $$9info:eu-repo/semantics/openAccess$$aby$$uhttps://creativecommons.org/licenses/by/4.0/deed.es
000150732 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion
000150732 700__ $$aNieto, Sonia
000150732 700__ $$aCativiela, Carlos
000150732 700__ $$0(orcid)0000-0001-9779-5820$$aUrriolabeitia, Esteban P.
000150732 773__ $$g30, 2 (2025), 236 [24 pp.]$$pMolecules (Basel, Online)$$tMolecules$$x1420-3049
000150732 8564_ $$s2932563$$uhttps://zaguan.unizar.es/record/150732/files/texto_completo.pdf$$yVersión publicada
000150732 8564_ $$s2713765$$uhttps://zaguan.unizar.es/record/150732/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada
000150732 909CO $$ooai:zaguan.unizar.es:150732$$particulos$$pdriver
000150732 951__ $$a2025-10-17-14:33:30
000150732 980__ $$aARTICLE