Pd-catalyzed ortho-arylation of phenylacetamides, benzamides, and anilides with simple arenes using sodium persulfate

Yeung, Charles S.; Zhao, Xiaodan; Borduas-Dedekind, Nadine; Dong, Vy M.

doi:10.1039/c0sc00231c

Cited by 252 publications

(79 citation statements)

References 62 publications

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“…2). 18 Akermann and co-workers have reported a similar reaction between triazoles and arenes, which is thought to proceed via initial triazole palladation followed by arene C–H functionalization (Eq. 3).…”

Section: Intramolecular Cyclization Via C–c Formationmentioning

confidence: 99%

Heterocycle Formation via Palladium-Catalyzed C-H Functionalization

et al. 2012

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Heterocyclic compounds are ubiquitous in natural products, pharmaceuticals, and agrochemicals. Therefore, the design of novel protocols to construct heterocycles more efficiently is a major area of focus in the organic chemistry. In the past several years, cyclization reactions based upon palladium-catalyzed C–H activation have received substantial attention due to their capacity for expediting heterocycle synthesis. This review discusses strategies for heterocycle synthesis via palladium-catalyzed C–H bond activation and highlights recent examples from the literature.

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Section: Intramolecular Cyclization Via C–c Formationmentioning

confidence: 99%

Heterocycle Formation via Palladium-Catalyzed C-H Functionalization

et al. 2012

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“…For example, some phenanthridinone derivatives have been synthesized by palladium-catalyzed intramolecular or intermolecular cyclization processes of aryl halides and amides, 11 or by oxidative ortho -arylation of benzanilides. 12 …”

Section: Introductionmentioning

confidence: 99%

Palladium-Catalyzed Annulation of Arynes byo-Halobenzamides: Synthesis of Phenanthridinones

Dubrovskiy

Larock

2012

J. Org. Chem.

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“…We prepared a panel of new palladacycles carrying the various directing groups (Table 1). The pivaloylanilide palladacycle 3 , 20 the phenylurea palladacycle 4 , 21, 22 the phenol ester palladacycle 5 , 23 and the O -phenylcarbamate palladacycle 6 24 were prepared according to the published procedures. On the other hand, the N -phenylcarbamate palladacycles 7 – 20 were prepared by treating the corresponding carbamate with Pd(OAc) 2 and triflic acid in dichloroethane or dioxane at room temperature (see Table S1 in the Supplemental Information for yields).…”

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confidence: 99%