Aromatization of IMDAF adducts in aqueous alkaline media

Zubkov, Fedor I.; Airiyan, Inga K.; Ershova, Julya D.; Galeev, Timur R.; Zaytsev, Vladimir P.; Nikitina, Eugeniya V.; Varlamov, A. V.

doi:10.1039/c2ra20295f

Cited by 25 publications

(11 citation statements)

References 37 publications

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“…The obtained cycloadducts were dehydrated in dilute NaOH solution instead of acid to synthesize various N-substituted isoindoles (30-65% yield) (Scheme 8B). 116 In the following work, the authors also used FF as the starting material and synthesized thickening isoindoles with lower than medium yield based on N-acylation/ IMDA/dehydration aromatization of furans substituted with different amino alcohols. These compounds were determined to contain many attractive functional groups (Scheme 8C).…”

Section: Catalysis Science and Technology Papermentioning

confidence: 99%

Advances in Diels–Alder/aromatization of biomass furan derivatives towards renewable aromatic hydrocarbons

Jiang

et al. 2022

Catal. Sci. Technol.

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Section: Catalysis Science and Technology Papermentioning

confidence: 99%

Advances in Diels–Alder/aromatization of biomass furan derivatives towards renewable aromatic hydrocarbons

Jiang

et al. 2022

Catal. Sci. Technol.

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“…However, these tandem strategies open up an easy way for the construction of polyfunctional naphthalene derivatives, which can be obtained in one synthetic step. At the same time, it becomes possible to create four or more chiral centres in one synthetic stage with exceptional chemo-, regioand diastereoselectivity (Criado et al, 2010(Criado et al, , 2013Zubkov et al, 2012Zubkov et al, , 2014. Previously, it was shown that the [4 + 2] cycloaddition of bis-furyldienes with derivatives of maleic acid, esters of acetylene dicarboxylic acid or hexafluoro-2butyne proceeds in all cases with excellent diastereo-and chemoselectivity, and leads, depending on the temperature, to annelated diepoxynaphthalenes of the 'domino' or 'pincer' type (Borisova et al, 2018a,b).…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of (3aSR,6RS,6aSR,7RS,11bSR,11cRS)-2,2-dibenzyl-2,3,6a,11c-tetrahydro-1H,6H,7H-3a,6:7,11b-diepoxydibenzo[de,h]isoquinolin-2-ium trifluoromethanesulfonate

Atioğlu¹,

Akkurt²,

Mammadova³

et al. 2021

Acta Cryst E

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In the cation of the title salt, C30H28NO2 +·CF3O3S−, the four tetrahydrofuran rings adopt envelope conformations. In the crystal, pairs of cations are linked by dimeric C—H...O hydrogen bonds, forming two R 2 2(6) ring motifs parallel to the (001) plane. The cations and anions are connected by further C—H...O hydrogen bonds, forming a three-dimensional network structure. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H...H (47.6%), C...H/H...C (20.6%), O...H/H...O (18.0%) and F...H/H...F (9.9%) interactions.

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“…Group A combined substances 6-8 with aliphatic substituents on the N-acylhydrazone fragment; group B included compounds 9-12 having aryl or heteroaromatic structural blocks; and group C contained compounds 13-19 containing polyheterocyclic scaffolds which were synthesized in previous work. [35][36][37] The compounds of groups A and B were obtained by the same synthetic route, by treatment of camphor hydrazone with an equimolar amount of the appropriate carboxylic acid anhydride (for 6 and 7) or carboxylic acid chloride (for 8-12). Reactions were carried out at room temperature in the presence of triethylamine.…”

Section: Chemistrymentioning

confidence: 99%