Short and Efficient Syntheses of Protoberberine Alkaloids using Palladium-Catalyzed Enolate Arylation.

Short and Efficient Syntheses of Protoberberine Alkaloids using Palladium-Catalyzed Enolate Arylation.

A concise synthesis of the biologically active alkaloid berberine is reported, and a versatile palladium-catalyzed enolate arylation is used to form the isoquinoline core. The overall yield of 50 % is a large improvement over the single, previous synthesis. By design, this modular route allows the r...

书目详细资料
Main Authors:	Gatland, A, Pilgrim, B, Procopiou, P, Donohoe, T
格式:	Journal article
语言:	English
出版:	Wiley 2014

相似书籍

Palladium-catalyzed enolate arylation as a key C-C bond-forming reaction for the synthesis of isoquinolines.
由: Pilgrim, B, et al.
出版: (2015)

Modular isoquinoline synthesis using catalytic enolate arylation and in situ functionalization.
由: Pilgrim, B, et al.
出版: (2013)

Palladium-catalysed enolate arylation in the synthesis of isoquinolines
由: Gatland, A, et al.
出版: (2014)

Expedient synthesis of substituted aromatics via the alpha-arylation of enolates
由: Pilgrim, B, et al.
出版: (2013)

Synthesis of substituted isoquinolines utilizing palladium-catalyzed α-arylation of ketones.
由: Donohoe, T, et al.
出版: (2012)

Palladium-catalyzed intramolecular O-arylation of enolates: application to benzo[b]furan synthesis.
由: Willis, M, et al.
出版: (2004)

Palladium-catalyzed aryl halide carbonylation-intramolecular O-enolate acylation: efficient isocoumarin synthesis, including the synthesis of thunberginol A.
由: Tadd, A, et al.
出版: (2009)

Palladium-catalysed intramolecular enolate O-arylation and thio-enolate S-arylation: synthesis of benzo[b]furans and benzo[b]thiophenes
由: Willis, M, et al.
出版: (2006)

Palladium catalysed aryl enol ether synthesis from vinyl triflates.
由: Willis, M, et al.
出版: (2003)

Palladium-catalysed enolate arylation in the synthesis of aromatic heterocycles and substituted heterocycles
由: Esteves, C
出版: (2017)

Palladium-catalyzed aminosulfonylation of aryl halides.
由: Nguyen, B, et al.
出版: (2010)

Palladium-Catalyzed Esterification of Aryl Fluorosulfates with Aryl Formates
由: Xue Chen, et al.
出版: (2024-04-01)

The Palladium-Catalyzed Trifluoromethylation of Aryl Chlorides
由: Cho, Eun Jin, et al.
出版: (2013)

Palladium-catalyzed alpha-arylation of oxindoles.
由: Durbin, M, et al.
出版: (2008)

Palladium-catalyzed α-arylation of carbonyls in the de novo synthesis of aromatic heterocycles.
由: Potukuchi, H, et al.
出版: (2015)

Entropy-Driven Inclusion of Natural Protoberberine Alkaloids in Sulfobutylether-β-Cyclodextrin
由: Zsombor Miskolczy, et al.
出版: (2022-11-01)

Efficient palladium-catalysed enamide synthesis from enol triflates and enol tosylates
由: Willis, M, et al.
出版: (2005)

Efficient Palladium-Catalyzed Synthesis of 2-Aryl Propionic Acids
由: Helfried Neumann, et al.
出版: (2020-07-01)

Benzo[b]furan synthesis via palladium-catailysed intramolecular o-arylation of enolates.
由: Taylor, D, et al.
出版: (2005)

Palladium-Catalyzed Synthesis of N-Aryl Carbamates
由: Fors, Brett P., et al.
出版: (2015)

Catalytic enolate arylation with 3-bromoindoles allows the formation of β-carbolines.
由: Alves Esteves, C, et al.
出版: (2017)

Palladium(0)-Catalyzed Arylative Dearomatization of Phenols
由: Rousseaux, Sophie, et al.
出版: (2013)

Palladium-Catalyzed N-Arylation of 2-Aminothiazoles
由: McGowan, Meredeth A., et al.
出版: (2013)

Palladium(0)-catalyzed arylative dearomatization of phenols.
由: Rousseaux, S, et al.
出版: (2011)

Palladium-Catalyzed Asymmetric α-Arylation of Alkylnitriles
由: Jiao, Zhiwei, et al.
出版: (2017)

A concise enzyme cascade enables the manufacture of natural and halogenated protoberberine alkaloids
由: Fei Li, et al.
出版: (2025-02-01)

De novo production of protoberberine and benzophenanthridine alkaloids through metabolic engineering of yeast
由: Xiang Jiao, et al.
出版: (2024-10-01)

Neuroprotective role of a protoberberine alkaloid against aluminum-induced neuroinflammation and excitotoxicity
由: Ratna BABURAJ, et al.
出版: (2023-06-01)

Palladium-Catalyzed Enantioselective α-Arylation of α-Fluoroketones
由: Jiao, Zhiwei, et al.
出版: (2017)

Intramolecular palladium-catalyzed direct arylation of alkenyl triflates.
由: Cruz, A, et al.
出版: (2007)

Intramolecular palladium-catalyzed alkane C-H arylation from aryl chlorides.
由: Rousseaux, S, et al.
出版: (2010)

Palladium-Catalyzed Conversion of Aryl and Vinyl Triflates to Bromides and Chlorides
由: Shen, Xiaoqiang, et al.
出版: (2012)

Palladium-Catalyzed Conversion of Aryl and Vinyl Triflates to Bromides and Chlorides
由: Pan, Jun, et al.
出版: (2013)

Palladium-Catalyzed Alkynylation and Concomitant ortho Alkylation of Aryl Iodides
由: Lei, Chuanhu, et al.
出版: (2016)

Palladium-catalyzed asymmetric reductive heck reaction of aryl halides
由: Hirao, Hajime, et al.
出版: (2015)

Palladium-Catalyzed Heteroarylation and Concomitant ortho-Alkylation of Aryl Iodides
由: Lei, Chuanhu, et al.
出版: (2016)

Palladium-catalysed synthesis of isoquinolines
由: Pilgrim, B, et al.
出版: (2011)

Pyruvate enolate arylation and alkylation: OBO ester protected pyruvates as useful reagents in organic synthesis
由: Alves Esteves, C, et al.
出版: (2017)

Twofold C−H Functionalization: Palladium-Catalyzed Ortho Arylation of Anilides
由: Brasche, Gordon, et al.
出版: (2014)

Synthesis of Aryl Sulfonamides via Palladium-Catalyzed Chlorosulfonylation of Arylboronic Acids
由: Niljianskul, Nootaree, et al.
出版: (2015)