Cobalt(III)-Catalyzed C–H Activation/Annulation Cascade Reaction of N-Chlorobenzamides with 2-Acetylenic Ketones at Room Temperature

Wu, Zhiyan; Zheng, Qinwen; Lv, Guanghui; Lai, Ruizhi; Hu, Yao; Li, Hai; Wu, Yong

doi:10.1055/a-1794-1314

Cited by 4 publications

(2 citation statements)

References 36 publications

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“…In 2022, Wu and co-workers reported the synthesis of fused isoquinolones via a Cp*Co( iii )-catalyzed cascade reaction of N -chlorobenzamides and 2-acetylenic ketones at room temperature (Scheme 36). 48 The reaction was performed using AgOAc and NaOAc in TFE as a solvent. A wide range of substrates with different functional groups were screened and found to be compatible.…”

Section: Synthesis Of Heterocycles Based On Oxidizing Directing Group...mentioning

confidence: 99%

Redox-neutral C–H annulation strategies for the synthesis of heterocycles via high-valent Cp*Co(iii) catalysis

Bhaduri

Pawar

2023

Org. Biomol. Chem.

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Section: Synthesis Of Heterocycles Based On Oxidizing Directing Group...mentioning

confidence: 99%

Redox-neutral C–H annulation strategies for the synthesis of heterocycles via high-valent Cp*Co(iii) catalysis

Bhaduri

Pawar

2023

Org. Biomol. Chem.

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“…In 2022, Wu and coworkers [53] reported a Co(III)‐catalyzed domino annulation reaction of N ‐chlorobenzamides 62 with alkyne diones 63 to synthesize various ring fused isoquinolines 64 (Scheme 25). The reaction proceeds in the catalytic amount of [Cp*Co(CO)I 2 ] (10 mol %) catalyst, AgOAc (20 mol %) oxidant, and NaOAc (2 equiv.)…”

Section: Metal‐catalyzed Synthesis Of Isoquinolinesmentioning

confidence: 99%

Recent Advances in the 3 d‐Transition‐Metal‐Catalyzed Synthesis of Isoquinolines and its Derivatives

Maikhuri,

Rawat,

Rawat

2023

Adv Synth Catal

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The preservation of scarce rare earth metals, such as palladium, rhodium, iridium, and others, poses a significant challenge for humanity due to their limited availability. These rare earth metals might be replaced by earth‐abundant 3d‐transition metals such as cobalt, manganese, iron, nickel, copper, etc. Isoquinolines have acquired an important position in synthetic organic chemistry as well as medicinal chemistry. They manifest in a diverse range of natural and synthetic molecules, serving as pivotal synthons for the synthesis of numerous bioactive compounds with notable medicinal significance. Numerous reports on the synthesis of isoquinoline derivatives via transition metal catalysis have been published worldwide. In this review, we summarize recent approaches for synthesizing various isoquinoline derivatives using 3d‐transition‐metal catalysts since 2020. The review has been divided into different 3d‐transition‐metal‐based catalysis. We expect that this review will bring a better overview of the present status of the significant progress made in the 3d‐transition‐metal‐based synthesis of isoquinolines and persuade more advancements and research in this area in the near future.

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Ru(II)-Catalyzed Regioselective Redox-Neutral [4 + 2] Annulation of N-Chlorobenzamides with 1,3-Diynes at Room Temperature for the Synthesis of Isoquinolones

2023

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Herein, we report Ru(II)-catalyzed C–H/N–H bond functionalization of N-chlorobenzamides with 1,3-diynes via regioselective (4 + 2) annulation for the synthesis of isoquinolones under redox-neutral conditions at room temperature. This represents the first example of C–H functionalization of N-chlorobenzamides using an inexpensive and commercially available [Ru(p-cymene)Cl2]2 catalyst. The reaction is operationally simple, works in the absence of any silver additives, and is also applicable to a broad range of substrates with good functional group tolerance. The synthetic utility of the isoquinolone is demonstrated for the synthesis of bis-heterocycles consisting of isoquinolone–pyrrole and isoquinolone–isocoumarin scaffolds.

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Cobalt(III)-Catalyzed C–H Activation/Annulation Cascade Reaction of N-Chlorobenzamides with 2-Acetylenic Ketones at Room Temperature

Cited by 4 publications

References 36 publications

Redox-neutral C–H annulation strategies for the synthesis of heterocycles via high-valent Cp*Co(iii) catalysis

Redox-neutral C–H annulation strategies for the synthesis of heterocycles via high-valent Cp*Co(iii) catalysis

Recent Advances in the 3 d‐Transition‐Metal‐Catalyzed Synthesis of Isoquinolines and its Derivatives

Ru(II)-Catalyzed Regioselective Redox-Neutral [4 + 2] Annulation of N-Chlorobenzamides with 1,3-Diynes at Room Temperature for the Synthesis of Isoquinolones

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