Cargando…

Palladium catalyzed synthesis of indolizines via the carbonylative coupling of bromopyridines, imines and alkynes

We report herein the development of a palladium-catalyzed, multicomponent synthesis of indolizines. The reaction proceeds via the carbonylative formation of a high energy, mesoionic pyridine-based 1,3-dipole, which can undergo spontaneous cycloaddition with alkynes. Overall, this provides a route to...

Descripción completa

Detalles Bibliográficos
Autores principales:	Roy, Sébastien A., Zgheib, José, Zhou, Cuihan, Arndtsen, Bruce A.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	The Royal Society of Chemistry 2020
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179343/ https://www.ncbi.nlm.nih.gov/pubmed/34163991 http://dx.doi.org/10.1039/d0sc03977b

Ejemplares similares

Palladium-Catalyzed Multicomponent Synthesis of 2-Imidazolines from Imines and Acid Chlorides
por: Xu, Boran, et al.
Publicado: (2012)

A palladium-catalyzed synthesis of (hetero)aryl-substituted imidazoles from aryl halides, imines and carbon monoxide
por: Tjutrins, Jevgenijs, et al.
Publicado: (2017)

Palladium‐Catalyzed Tandem Cycloisomerization/Cross‐Coupling of Carbonyl‐ and Imine‐Tethered Alkylidenecyclopropanes
por: Verdugo, Felipe, et al.
Publicado: (2022)

Palladium catalyzed carbonylative generation of potent, pyridine-based acylating electrophiles for the functionalization of arenes to ketones
por: Liu, Yi, et al.
Publicado: (2020)

Synthesis of 2‐Alkynoates by Palladium(II)‐Catalyzed Oxidative Carbonylation of Terminal Alkynes and Alcohols
por: Cao, Qun, et al.
Publicado: (2016)

Cu-catalyzed transannulation reaction of pyridotriazoles with terminal alkynes under aerobic conditions: efficient synthesis of indolizines
por: Helan, V., et al.
Publicado: (2015)

Palladium-catalyzed nucleomethylation of alkynes for synthesis of methylated heteroaromatic compounds
por: Yang, Xi, et al.
Publicado: (2022)

A palladium-catalyzed C–H functionalization route to ketones via the oxidative coupling of arenes with carbon monoxide
por: Levesque, Taleah M., et al.
Publicado: (2020)

A flexible approach to Pd-catalyzed carbonylations via aroyl dimethylaminopyridinium salts
por: Quesnel, Jeffrey S., et al.
Publicado: (2016)

Photoinduced Palladium‐Catalyzed Dicarbofunctionalization of Terminal Alkynes
por: Yang, Zhen, et al.
Publicado: (2021)

Palladium‐Catalyzed Oxidative Synthesis of α‐Acetoxylated Enones from Alkynes
por: Jiang, Tuo, et al.
Publicado: (2016)

Multicomponent formation route to a new class of oxygen-based 1,3-dipoles and the modular synthesis of furans
por: Erguven, Huseyin, et al.
Publicado: (2021)

Hydroamination of Aromatic Alkynes to Imines Catalyzed by Pd(II)–Anthraphos Complexes
por: Erken, Christina, et al.
Publicado: (2020)

Palladium(ii)-catalyzed synthesis of indenones through the cyclization of benzenecarbaldehydes with internal alkynes
por: Kashanna, Jajula, et al.
Publicado: (2019)

Imidazolidine Hydride Donors in Palladium-Catalyzed Alkyne Hydroarylation
por: Tun, Soe L., et al.
Publicado: (2022)

Palladium-catalyzed intramolecular asymmetric hydrocyclopropanylation of alkynes: synthesis of cyclopropane-fused γ-lactams
por: Lin, Han-Ze, et al.
Publicado: (2023)

Palladium-catalyzed α-arylation of carbonyls in the de novo synthesis of aromatic heterocycles
por: Potukuchi, Harish K., et al.
Publicado: (2015)

Efficient Synthesis of Novel Plasticizers by Direct Palladium‐Catalyzed Di‐ or Multi‐carbonylations
por: Hu, Yuya, et al.
Publicado: (2022)

Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates
por: Bao, Zhi-Peng, et al.
Publicado: (2022)

Electrochemical Palladium‐Catalyzed Oxidative Carbonylation‐Cyclization of Enallenols
por: Zhang, Jianwei, et al.
Publicado: (2022)

Palladium-Catalyzed Carbonylations: Application in Complex Natural Product Total Synthesis and Recent Developments
por: Sims, Hunter S., et al.
Publicado: (2023)

Enantioselective synthesis of α-amino ketones through palladium-catalyzed asymmetric arylation of α-keto imines
por: Wen, Wei, et al.
Publicado: (2022)

Palladium Iodide Catalyzed Multicomponent Carbonylative Synthesis of 2-(4-Acylfuran-2-yl)acetamides
por: Ziccarelli, Ida, et al.
Publicado: (2023)

Aminophosphine Palladium Pincer-Catalyzed Carbonylative Sonogashira and Suzuki–Miyaura Cross-Coupling with High Catalytic Turnovers
por: Gautam, Prashant, et al.
Publicado: (2019)

Stereoselective synthesis of tricyclic compounds by intramolecular palladium-catalyzed addition of aryl iodides to carbonyl groups
por: Saadi, Jakub, et al.
Publicado: (2016)

Regioselective Mercury(I)/Palladium(II)-Catalyzed Single-Step Approach for the Synthesis of Imines and 2-Substituted Indoles
por: Gutiérrez, Rsuini U., et al.
Publicado: (2021)

Palladium-catalyzed asymmetric hydrophosphorylation of alkynes: facile access to P-stereogenic phosphinates
por: Yang, Zhiping, et al.
Publicado: (2020)

Palladium-catalyzed hydroboration reaction of unactivated alkynes with bis (pinacolato) diboron in water
por: Yang, Ming, et al.
Publicado: (2022)

Mechanochemical Palladium‐Catalyzed Carbonylative Reactions Using Mo(CO)(6)
por: van Bonn, Pit, et al.
Publicado: (2020)

Ligand‐Controlled Palladium‐Catalyzed Carbonylation of Alkynols: Highly Selective Synthesis of α‐Methylene‐β‐Lactones
por: Ge, Yao, et al.
Publicado: (2020)

Efficient Palladium‐Catalyzed Carbonylation of 1,3‐Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters
por: Yang, Ji, et al.
Publicado: (2021)

Allylic alcohol synthesis by Ni-catalyzed direct and selective coupling of alkynes and methanol
por: Chen, Herong, et al.
Publicado: (2021)

Titanium-mediated reductive cross-coupling reactions of imines with terminal alkynes: An efficient route for the synthesis of stereodefined allylic amines
por: Mao, Kebin, et al.
Publicado: (2013)

Palladium- and Brønsted acid-catalyzed enantio-, site- and E/Z-selective addition of alkylidenecyclopropanes with imines
por: Liu, Xin-Lian, et al.
Publicado: (2023)

Sydnone C-4 heteroarylation with an indolizine ring via Chichibabin indolizine synthesis
por: Albota, Florin, et al.
Publicado: (2016)

Toward Green Acylation of (Hetero)arenes: Palladium-Catalyzed Carbonylation of Olefins to Ketones
por: Liu, Jie, et al.
Publicado: (2017)

H(2)O as the Hydrogen Donor: Stereo-Selective Synthesis of E- and Z-Alkenes by Palladium-Catalyzed Semihydrogenation of Alkynes
por: Shi, Jianwu, et al.
Publicado: (2023)

A general strategy for the synthesis of α-trifluoromethyl- and α-perfluoroalkyl-β-lactams via palladium-catalyzed carbonylation
por: Li, Yang, et al.
Publicado: (2021)

Palladium-catalyzed oxidative cross-coupling for the synthesis of α-amino ketones
por: Wei, Xiao-Hong, et al.
Publicado: (2019)

Efficient in situ N-heterocyclic carbene palladium(ii) generated from Pd(OAc)(2) catalysts for carbonylative Suzuki coupling reactions of arylboronic acids with 2-bromopyridine under inert conditions leading to unsymmetrical arylpyridine ketones: synthesis, characterization and cytotoxic activities
por: Touj, Nedra, et al.
Publicado: (2018)

Cannot write session to /tmp/vufind_sessions/sess_uj5874ibra0k0rscot684ph94k