Synthesis of new 6-substituted purinyl-5′-nor-1′-homocarbanucleosides based on indanol

A series of new 6-substituted purinyl-5′-nor-1′-homocarbanucleosides based on indanol were synthesized from (±)-cis-3-hydroxymethyl-1-indanol, an appropriately functionalized derivative of which was reacted with 6-chloropurine in the presence of NaH and 18-crown-6 ether to prepare a key intermediate that gave access to the target molecules, purinylcarbanucleosides in which position 6 is occupied by a chloro, hydroxy, methoxy, amino or substituted phenyl group.     

Transformation of perfluorinated benzocycloalkenes and alkylbenzenes to their carbonyl derivatives under the action of CF3COOH/SbF5

Perfluorinated benzocycloalkenes (benzocyclobutene, indan, tetralin), alkylbenzocycloalkenes and alkylbenzenes react with CF₃COOH/SbF₅ at 20-50 °C giving the corresponding carbonyl derivatives.     

Die Retention von Indan- und Inden-Kohlenwasserstoffen auf graphitiertem thermischen Ruß

Zusammenfassung Es werden die Werte der Retentionsvolumina, der Retentionsindices und andere thermodynamische Adsorptionscharakteristiken von zehn Indan- und Inden-Kohlenwasserstoffen mit 9–11 Kohlenstoffatomen auf graphitiertem thermischem Ruß (GTR) bestimmt. Es wurde festgestellt, daß auf GTR die Kohlenwasserstoffe der Inden-Reihe am stärksten adsorbiert werden und am schwächsten cis-Hydrandan, was mit den Besonderheiten der geometrischen Struktur dieser Verbindungen zusammenhängt. Es wird die Möglichkeit der Anwendung von GTR für die vollständige Trennung der cis- und trans-Isomeren von Hydrindan gezeigt.

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Retention of indan and indan-type hydrocarbons on graphitized thermal carbon black

Summary The retention volumes, retention indices and other thermodynamic values characteristic of the adsorption of ten indan-hydrocarbons having 9–11 carbon atoms were determined on graphitized thermal carbon black (GTCB). It is shown that GTCB adsorbs strongest the hydrocarbons of the indan series and weakest cis hydrindan. This is related to the peculiarities of the geometric structure of the compounds. The possibility of the application of GTCB for the complete separation of cis and trans hydrindan is shown.

     

Molecular conformation of the racemic indan derivative (±)-1-trans-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-indene-1-carboxamide

This paper presents the structural characterization of the indan derivative (±)-1-trans-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-indene-1-carboxamide, which was unambiguously determined by X-ray diffraction (XRD) to be a racemate (R/S: 50/50) crystallizing in an achiral crystal structure (P2₁/c, a = 9.3180(1) Å, b = 7.9070(2) Å, c = 19.7550(4) Å, β = 103.250(1)°, V = 1416.75(5) Å³ and Z = 4). The diastereomers are related by the inversion symmetry and linked by H bond forming a dimer. The crystal packing is stabilized by hydrogen bonds, including the classical one responsible for the formation of centrosymmetric dimers, and non-classical ones involving C–H···O and C–H···π-aryl interactions. The intra and intermolecular geometry of the title compound is compared to the (±)-1-trans-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-indene-1-carboxylic acid one, which also present an achiral crystal structure from racemates (R/S: 50/50). The two indan derivatives crystallize in a very similar unit cell.     

A Convenient Synthesis of Functionalized Indenopyrazolones from Indan‐1,2,3‐trione,Benzaldehydes, and Phenylhydrazine

A synthesis of cis‐3‐aryl‐3a,8b‐dihydro‐3a,8b‐dihydroxy‐1‐phenylindeno[1,2‐c]pyrazol‐4(1H)‐ones in good yields from the sequential reaction between benzaldehydes, phenylhydrazine, and indan‐1,2,3‐trione in MeCN is described (Scheme 1).     

Synthesis of arylated highly congested indans using a domino sequence

A novel and efficient regioselective synthesis of various arylated highly congested 7-aryl-5-methylsulfanylindan-4-carbonitriles (3a-f), methyl 7-aryl-5-methylsulfanylindan-4-carboxylates (10a-e) and 7-aryl-5-methylsulfanylindan-4-carboxylic acids (11a-e) through base-catalyzed reaction of 6-aryl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitriles (1a-f) and methyl 6-aryl-4-methylsulfanyl-2-oxo-2H-pyran-3-carboxylates (9a-e) by cyclopentanone (2) has been delineated. The synthetic potential of 2-pyranone was explored further to generate molecular diversity using 6-aryl-4-sec-amino-2-oxo-2H-pyran-3-carbonitriles (7a-h), 5,6-diaryl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitriles (5a,b) and methyl 5,6-diaryl-4-methylsulfanyl-2-oxo-2H-pyran-3-carboxylates (12a,b) as precursors for the ring transformation by cyclopentanone to assess the effects of substituents on the course of the reaction to obtain highly congested indans, 6,7-diaryl-5-methylsulfanylindan-4-carbonitriles (6a,b), 7-aryl-5-(piperidin-1-yl)indan-4-carbonitriles (8a-h) and methyl 6,7-diaryl-5-methylsulfanylindan-4-carboxylates (13a,b).     

An efficient oxidation of benzylic and alicylic compounds with water-soluble copper catalysts in t-butyl hydroperoxide at room temperature

The water soluble catalytic system comprising of CuCl₂ and 2,2-biquinoline-4,4-dicarboxylic acid dipotassium salt（BQC） is highly efficient organic metallic catalysts for selective oxidation of benzyiic and alicyciic compounds to the corresponding ketones, ex:indan to indanone,ethyl benzene to acetophenone.     

Formation of Dimers of Some 2‐Substituted Indan‐1‐one Derivatives during Base‐Mediated Cross‐Aldol Condensation

Unexpected dimers of some 2‐substituted indan‐1‐one derivatives were isolated during aldol condensation of indan‐1‐one with various aldehydes in the presence of KOH (see Scheme). Monomeric products, usually expected from aldol condensation, further underwent a base‐catalyzed nucleophilic addition reaction to their dimeric form in some cases. The structures of these dimers were characterized by using various spectral techniques and in one case, structural details were determined from a high‐resolution crystallographic analysis.