RT Journal Article
T1 Assembly of Tetrahydroquinolines and 2-Benzazepines by Pd-Catalyzed Cycloadditions Involving the Activation of C(sp3)–H Bonds
A1 Vidal Pereira, Xandro
A1 Mascareñas Cid, José Luis
A1 Gulías Costa, Moisés
K1 Hydrocarbons
K1 Aromatic compounds
K1 Annulations
K1 Allenes
K1 Cyclization
AB Cycloaddition reactions are among the most practical strategies to assemble cyclic products; however, they usually require the presence of reactive functional groups in the reactants. Here, we report a palladium-catalyzed formal (4 + 2) cycloaddition that involves the activation of C(sp3)–H bonds and provides a direct, unconventional entry to tetrahydroquinoline skeletons. The reaction utilizes amidotolyl precursors and allenes as annulation partners, and is catalyzed by Pd(II) precursors in combination with specific N-acetylated amino acid ligands. The reactivity can be extended to ortho-methyl benzylamides, which provide for the assembly of appealing tetrahydro-2-benzazepines in a formal (5 + 2) annulation proces
PB American Chemical Society
SN 1523-7060
YR 2021
FD 2021
LK http://hdl.handle.net/10347/26594
UL http://hdl.handle.net/10347/26594
LA eng
NO Org. Lett. 2021, 23, 14, 5323–5328
NO This work has received financial support from Spanish grants (SAF2016-76689-R, PID2019-108624RB-I00, CTQ2016-77047-P, PID2019-110385GB-I00, and FPU fellowship to X.V.), the Consellería de Cultura, Educación e Ordenación Universitaria (ED431C 2017/19, 2015-CP082 and Centro Singular de Investigación de Galicia accreditation 2019-2022, ED431G 2019/03), the European Regional Development Fund (ERDF), and the European Research Council (Advanced Grant No. 340055). The orfeo-cinqa network CTQ2016-81797-REDC is also kindly acknowledged
DS Minerva
RD 24 abr 2026