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Literature DB >> 20078115

Palladium-catalyzed direct arylations, alkenylations, and benzylations through C-H bond cleavages with sulfamates or phosphates as electrophiles.

Lutz Ackermann¹, Sebastian Barfüsser, Jola Pospech.

Abstract

A catalytic system comprised of Pd(OAc)(2) and bidentate ligand dppe enabled first direct arylations with moisture-stable aryl sulfamates as electrophiles, and proved applicable to unprecedented C-H bond functionalizations with easily accessible alkenyl phosphates as well as benzyl phosphates.

Entities: Chemical

Year: 2010 PMID： 20078115 DOI： 10.1021/ol9028034

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

7 in total

1. Palladium Catalyzed Arylation and Benzylation of Nitroarenes Using Aryl Sulfonates and Benzyl Acetates.

Authors: Zubaoyi Yi; Yodit Aschenaki; Ryan Daley; Stephen Davick; Abigail Schnaith; Rylee Wander; Dipannita Kalyani
Journal: J Org Chem Date: 2017-06-15 Impact factor: 4.354

2. Nickel-catalyzed amination of aryl sulfamates and carbamates using an air-stable precatalyst.

Authors: Liana Hie; Stephen D Ramgren; Tehetena Mesganaw; Neil K Garg
Journal: Org Lett Date: 2012-07-31 Impact factor: 6.005

3. Bright Side of Lignin Depolymerization: Toward New Platform Chemicals.

Authors: Zhuohua Sun; Bálint Fridrich; Alessandra de Santi; Saravanakumar Elangovan; Katalin Barta
Journal: Chem Rev Date: 2018-01-16 Impact factor: 60.622

4. Nickel-Catalyzed C-H Arylation of Benzoxazoles and Oxazoles: Benchmarking the Influence of Electronic, Steric and Leaving Group Variations in Phenolic Electrophiles.

Authors: Deborah F Steinberg; Morgan C Turk; Dipannita Kalyani
Journal: Tetrahedron Date: 2017-02-14 Impact factor: 2.457

Palladium-catalyzed direct arylations, alkenylations, and benzylations through C-H bond cleavages with sulfamates or phosphates as electrophiles.

1. Palladium Catalyzed Arylation and Benzylation of Nitroarenes Using Aryl Sulfonates and Benzyl Acetates.

2. Nickel-catalyzed amination of aryl sulfamates and carbamates using an air-stable precatalyst.

3. Bright Side of Lignin Depolymerization: Toward New Platform Chemicals.

4. Nickel-Catalyzed C-H Arylation of Benzoxazoles and Oxazoles: Benchmarking the Influence of Electronic, Steric and Leaving Group Variations in Phenolic Electrophiles.

5. Recent advances in direct C-H arylation: Methodology, selectivity and mechanism in oxazole series.

6. Palladium-Catalyzed Intra- and Intermolecular C-H Arylation Using Mesylates: Synthetic Scope and Mechanistic Studies.

7. Cobalt-catalyzed directed C-H alkenylation of pivalophenone N-H imine with alkenyl phosphates.