Cargando…

Rhodium(III)-Catalyzed Redox-Neutral [3+3] Annulation of N-nitrosoanilines with Cyclopropenones: A Traceless Approach to Quinolin-4(1H)-One Scaffolds

A traceless approach to quinolin-4(1H)-one scaffolds through Rh(III)-catalyzed redox-neutral [3+3] cyclization of N-nitrosoanilines with cyclopropenones has been achieved. This protocol features short reaction time and atom-economical combination without extra additives, which can be further applied...

Descripción completa

Detalles Bibliográficos
Autores principales:	Liu, Lingjun, Li, Jiyuan, Dai, Wenhao, Gao, Feng, Chen, Kaixian, Zhou, Yu, Liu, Hong
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2020
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7024356/ https://www.ncbi.nlm.nih.gov/pubmed/31936532 http://dx.doi.org/10.3390/molecules25020268

Ejemplares similares

Traceless Redox-Annulations of Alicyclic Amines
por: Rickertsen, Dillon R. L., et al.
Publicado: (2020)

Phosphine-catalyzed activation of cyclopropenones: a versatile C(3) synthon for (3+2) annulations with unsaturated electrophiles
por: He, Xin, et al.
Publicado: (2022)

Rhodium(III)-Catalyzed Dearomatizing (3 + 2) Annulation of 2-Alkenylphenols and Alkynes
por: Seoane, Andrés, et al.
Publicado: (2014)

Phosphine-Catalyzed Dearomative [3 + 2] Cycloaddition of Benzoxazoles with a Cyclopropenone
por: Wang, Xingben, et al.
Publicado: (2022)

Rhodium(iii)-catalyzed annulation of enamides with sulfoxonium ylides toward isoquinolines
por: Hong, Chao, et al.
Publicado: (2021)

Traceless Rhodium‐Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β‐Aryl Ketones
por: Bouisseau, Anaïs, et al.
Publicado: (2016)

Rhodium(III)-Catalyzed Intramolecular Annulations of Acrylic and Benzoic Acids to Alkynes
por: F. Fernández, David, et al.
Publicado: (2019)

Synthesis of 2,5-diaryloxazoles through rhodium-catalyzed annulation of triazoles and aldehydes
por: Li, Jian, et al.
Publicado: (2020)

Divergent rhodium-catalyzed electrochemical vinylic C–H annulation of acrylamides with alkynes
por: Xing, Yi-Kang, et al.
Publicado: (2021)

Heterocycles from cyclopropenones
por: Aly, Ashraf A., et al.
Publicado: (2022)

Rhodium(iii)-catalyzed diverse [4 + 1] annulation of arenes with 1,3-enynes via sp(3)/sp(2) C–H activation and 1,4-rhodium migration
por: Bai, Dachang, et al.
Publicado: (2019)

Rhodium(i)-catalyzed cascade C(sp(2))–H bond alkylation – amidation of anilines: phosphorus as traceless directing group
por: Peng, Marie, et al.
Publicado: (2023)

Electrooxidative Rhodium‐Catalyzed [5+2] Annulations via C−H/O−H Activations
por: Wang, Yulei, et al.
Publicado: (2021)

All-Carbon [3+3] Oxidative Annulations of 1,3-Enynes by Rhodium(III)-Catalyzed C–H Functionalization and 1,4-Migration**
por: Burns, David J, et al.
Publicado: (2015)

Rhodium(iii)-catalyzed C–H annulation of 2-acetyl-1-arylhydrazines with sulfoxonium ylides: synthesis of 2-arylindoles
por: Li, He, et al.
Publicado: (2020)

Combining the Ugi-azide multicomponent reaction and rhodium(III)-catalyzed annulation for the synthesis of tetrazole-isoquinolone/pyridone hybrids
por: Ojeda, Gerardo M, et al.
Publicado: (2019)

Intramolecular cascade annulation triggered by rhodium(III)-catalyzed sequential C(sp(2))–H activation and C(sp(3))–H amination
por: Song, Liangliang, et al.
Publicado: (2019)

Rhodium(III)-Catalyzed [4+2] Annulation via C-H Activation: Synthesis of Multi-Substituted Naphthalenone Sulfoxonium Ylides
por: Song, Xiaohan, et al.
Publicado: (2019)

Rhodium-catalyzed annulative approach to N–N axially chiral biaryls via C–H activation and dynamic kinetic transformation
por: Zhu, Xiaohan, et al.
Publicado: (2023)

Enantioselective [3+3] atroposelective annulation catalyzed by N-heterocyclic carbenes
por: Zhao, Changgui, et al.
Publicado: (2018)

Indium-Catalyzed Annulation of o-Acylanilines with Alkoxyheteroarenes: Synthesis of Heteroaryl[b]quinolines and Subsequent Transformation to Cryptolepine Derivatives
por: Yonekura, Kyohei, et al.
Publicado: (2018)

Electrooxidative palladium- and enantioselective rhodium-catalyzed [3 + 2] spiroannulations
por: Wei, Wen, et al.
Publicado: (2022)

Native Zinc Catalyzes Selective and Traceless Release of Small Molecules in β-Cells
por: Lee, Miseon, et al.
Publicado: (2020)

Copper-catalyzed [3+3] annulation of ketones with oxime acetates for the synthesis of pyridines
por: Li, Yilin, et al.
Publicado: (2022)

Enantioselective palladium-catalyzed C(sp(2))–C(sp(2)) σ bond activation of cyclopropenones by merging desymmetrization and (3 + 2) spiroannulation with cyclic 1,3-diketones
por: Zhou, Han-Qi, et al.
Publicado: (2021)

Rh(iii)-catalyzed tandem annulative redox-neutral arylation/amidation of aromatic tethered alkenes
por: Chen, Chao, et al.
Publicado: (2020)

Rhodium-Catalyzed Oxidative Annulation of 2- or 7-Arylindoles with Alkenes/Alkynes Using Molecular Oxygen as the Sole Oxidant Enabled by Quaternary Ammonium Salt
por: Zhuang, Weihui, et al.
Publicado: (2021)

Rhodium-Promoted C–H Bond Activation of Quinoline, Methylquinolines, and Related Mono-Substituted Quinolines
por: de las Heras, Laura A., et al.
Publicado: (2022)

Electrocatalytic redox neutral [3 + 2] annulation of N-cyclopropylanilines and alkenes
por: Wang, Qi, et al.
Publicado: (2020)

Rhodium(iii) catalyzed olefination and deuteration of tetrahydrocarbazole
por: Peng, Wan, et al.
Publicado: (2021)

Asymmetric Redox-Annulation of Cyclic Amines
por: Kang, YoungKu, et al.
Publicado: (2015)

Copper(I) Iodide Catalyzed [3 + 3] Annulation of Iodonium Ylides with Pyridinium 1,4-Zwitterionic Thiolates for the Synthesis of 1,4-Oxathiin Scaffolds
por: Díaz-Jiménez, Àlex, et al.
Publicado: (2023)

Annulation cascade of arylnitriles with alkynes to stable delocalized PAH carbocations via intramolecular rhodium migration
por: Yin, Jiangliang, et al.
Publicado: (2018)

Rhodium-Catalyzed Trans-Bis-Silylation Reactions of 2-Ethynyl-3-pentamethyldisilanylpyridines
por: Naka, Akinobu, et al.
Publicado: (2023)

Correction: Rhodium-catalyzed cycloaddition of carbonyl ylides for the synthesis of spiro[furo[2,3-a]xanthene-2,3′-indolin]-2′-one scaffolds
por: Subba Reddy, B. V., et al.
Publicado: (2018)

Construction of Phenanthridinone Skeletons through Palladium-Catalyzed Annulation
por: Geng, Xin, et al.
Publicado: (2023)

Platform for Orthogonal N-Cysteine-Specific Protein Modification Enabled by Cyclopropenone Reagents
por: Istrate, Alena, et al.
Publicado: (2022)

Multiconfigurational photodynamics simulations reveal the mechanism of photodecarbonylations of cyclopropenones in explicit aqueous environments
por: Adrion, Daniel M., et al.
Publicado: (2023)

Organophosphine-Catalyzed [4C+X] Annulations
por: Li, Yangyan, et al.
Publicado: (2018)

Rhodium-catalyzed selenylation and sulfenylation of quinoxalinones ‘on water’
por: Lalji, Ram Sunil Kumar, et al.
Publicado: (2023)

Cannot write session to /tmp/vufind_sessions/sess_u7eii2akl7tene08m3c7sqrhl0