Cobalt-catalyzed electrochemical C H/N H functionalization of N-(quinolin-8-yl)benzamide with isocyanides

Chen, Jinkang; Jin, Lei; Zhou, Jian; Jiang, Xinpeng; Yu, Chuanming

doi:10.1016/j.tetlet.2019.06.060

Cited by 38 publications

(17 citation statements)

References 54 publications

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“…Differently decorated benzhydrazides 7 bearing valuable electrophilic functional groups, such as iodo, bromo, and chloro substituents, were converted with high efficacy. Utilization of the 8‐aminoquinoline auxiliary, a similar cobalt‐catalyzed electrocatalytic C−H/N−H activation with isocyanides 75 was reported by CHen et al …”

Section: Alkyne Annulationmentioning

confidence: 66%

Cobalt‐Catalyzed Oxidative C−H Activation: Strategies and Concepts

et al. 2020

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Inexpensive cobalt‐catalyzed oxidative C−H functionalization has emerged as a powerful tool for the construction of C−C and C−Het bonds, which offers unique potential for transformative applications to modern organic synthesis. In the early stage, these transformations typically required stoichiometric and toxic transition metals as sacrificial oxidants; thus, the formation of metal‐containing waste was inevitable. In contrast, naturally abundant molecular O2 has more recently been successfully employed as a green oxidant in cobalt catalysis, thus considerably improving the sustainability of such transformations. Recently, a significant momentum was gained by the use of electricity as a sustainable and environmentally benign redox reagent in cobalt‐catalyzed C−H functionalization, thereby preventing the consumption of cost‐intensive chemicals while at the same time addressing the considerable safety hazards related to the use of molecular oxygen in combination with flammable organic solvents. Considering the unparalleled potential of the aforementioned approaches for sustainable green synthesis, this Review summarizes the recent progress in cobalt‐catalyzed oxidative C−H activation until early 2020.

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Section: Alkyne Annulationmentioning

confidence: 66%

Cobalt‐Catalyzed Oxidative C−H Activation: Strategies and Concepts

et al. 2020

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“…Fifty-five percent of the patients were satisfied and 44.4% of the patients were basically satisfied with the donor area-slightly higher percentages than those for the RFF flap. Therefore, we believe that for patients with advanced tongue cancer, in which the tongue body defect is subtotal glossectomy or even total glossectomy involving resection of most of the tongue body and tongue root, postoperative aspiration and swallowing are a serious problem, and the ALT flap is a better choice [ 27,28].…”

Section: Discussionmentioning

confidence: 99%

Comparative analysis of the functional results of tongue reconstruction with four kinds of free flaps after radical resection of tongue cancer

Cai

Zeng

et al. 2020

Preprint

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BackgroundSurgery is still the treatment of choice for tongue cancer. Tongue reconstruction should be performed immediately after extensive resection of the tumor, which will affect the patient's function. The purpose of this study was to investigate the functional evaluation of four different free flaps in tongue reconstruction after a tongue cancer operation. Methods Forty-eight cases of tongue reconstruction with a radial forearm free(RFF flap), anterolateral thigh(ALT) flap, lateral upper arm free(LAF)flap and deep inferior epigastric artery perforator(DIEP)flap from 2014 to 2018 were analyzed. The speech function, swallowing function, tongue flexibility and patients' satisfaction with the donor area was investigated six months after repair. ResultsTwenty-one cases with RFF flaps, 18 cases with ALT flaps, 5 cases with LAF flaps and 4 cases with DIEP flaps showed complete flap survival. Speech function:39.6% of the patients exhibited normal speech, 43.8% of the patients exhibited near-normal speech, the RFF flap group was showed better recovery than did the other three groups ( p =0. 195). The degree of tongue flexibility: 37.5% of the patients with normal postoperative tongue flexibility, 43.6% of the patients with slightly limited tongue flexibility,, 16.7% of the patients with severely limited tongue flexibility, The flexibility of the RFF flap was better than that of the other three groups( p =0. 054). Swallowing function:47.9% of the patients had a regular diet, 33.3% of the patients had soft foods, 16.7% patients receive fluid diet, The RFF flap group showed better recovery than did the other three groups ( p =0. 248). Donor satisfaction: 56.2% of the patients were satisfied, 41.7% of the patients were basically satisfied, 100% of the patients with LAF and DIEP flaps were satisfied. This level of satisfaction was better than that in the RFF and ALT flap groups. ( p =0. 039). ConclusionThe functional recovery of RFF flap in tongue reconstruction after middle and early stage tongue cancer surgery is better. However, ALT flap has been used more frequently for a large number of

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“…Later,S undararaju [87] reported ag eneral site-selective cobalt-catalyzed insertion of isocya-nides to form aryl amides through CÀHb onda ctivation and alcohol assisted intramolecular trans-amidation with as ignificantly broad substrate scope( Scheme 36 D). Chen et al [88] presented am ild cobalt catalyzed CÀHf unctionalization/annulations cascadeu sing electrochemical oxidation in an undivided cell equippedw ith ar eticulated vitreous carbon (RVC) anode and nickel cathode( Scheme 36 E). In their work, electricity was utilized as the oxidantr emovingt he need for stoichiometric oxidants but still stoichiometric amounts of pivalate salts were required as additives.…”

Section: Co-catalyzed Isocyanide Insertion-cyclizationmentioning

confidence: 99%

Isoindolinone Synthesis via One‐Pot Type Transition Metal Catalyzed C−C Bond Forming Reactions

Savela

Méndez-Gálvez

2021

Chemistry A European J

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Isoindolinone structure is an important privileged scaffold found in al argev ariety of naturallyo ccurring as well as synthetic, biologically and pharmaceutically active compounds. Owing to its crucial role in anumber of applications, the synthetic methodologies for accessingt his heterocyclic skeleton have received significant attentiond uring the past decade. In general, the synthetic strategies can be divided into two categories:F irst, direct utilization of phthalimides or phthalimidines as startingm aterials for the synthesis of isoindolinones;a nd second, construction of the lactam and/or aromatic rings by different catalytic methods, including CÀHa ctivation, cross-coupling,c arbonylation, condensation, addition and formal cycloaddition reactions. Especially in the last mentioned, utilization of transition metal catalysts provides access to ab road range of substituted isoindolinones.H erein, the recent advances (2010-2020) in transition metal catalyzed synthetic methodologies via formation of new CÀCbonds for isoindolinones are reviewed.

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Cobalt-catalyzed electrochemical C H/N H functionalization of N-(quinolin-8-yl)benzamide with isocyanides

Cited by 38 publications

References 54 publications

Cobalt‐Catalyzed Oxidative C−H Activation: Strategies and Concepts

Cobalt‐Catalyzed Oxidative C−H Activation: Strategies and Concepts

Comparative analysis of the functional results of tongue reconstruction with four kinds of free flaps after radical resection of tongue cancer

Isoindolinone Synthesis via One‐Pot Type Transition Metal Catalyzed C−C Bond Forming Reactions

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