Aerobic oxidation of aryl-himachalene using a combination of N-hydroxy phthalimide and cobalt(II) acetoacetate

An efficient aerobic oxidation of Ar-himachalene as bio-natural sesquiterpene employing the N-hydroxyphthalimide (NHPI), under mild conditions in presence of cobalt (II) afforded the corresponding alcohol, aldehyd and carboxylic acid in excellent yield and good selectivities. Keywords : Aerobic oxidation, Ar-himachalene, sesquiterpene, NHPI

Natural phosphate as new, highly efficient and reusable heterogeneous catalyst for the selective preparation of beta-enaminoesters under solvent-free conditions

Natural phosphate (NP) has been found to be a new and highly efficient heterogeneous catalyst for the synthesis of beta-enaminoesters, by simple condensation of various primary amines with beta-dicarbonyl under solvent-free conditions. Keywords: Natural phosphate (NP), b-enaminoesters, solvent-free condition

2-({4-[4-(1H-Benzimidazol-2-yl)phen­yl]-1H-1,2,3-triazol-1-yl}meth­oxy)ethanol

In the title molecule, C18H17N5O2, the dihedral angle between the benzene plane and the benzimidazole plane is 19.8 (1)° and the angle between the benzene plane and the triazole plane is 16.7 (1)°. In the crystal, mol­ecules are connected by O—H⋯N hydrogen bonds, forming zigzag chains along the c-axis direction. The chains are connected by bifurcated N—H⋯(N,N) hydrogen bonds into layers parallel to (100). These layers are connected along the a-axis direction by weak C—H⋯O contacts, forming a three-dimensional network

Development of a Sustainable and Solventless Friedel-Crafts Acylation Reaction of an Aromatic Natural Product “Ar-Himachalene” over Nanostructured ZnO as a New Catalyst

We describe the development of a sustainable and solventless acylation reaction of the naturally occurring product, namely 2,5,9,9-tetramethyl-6,7,8,9-tetrahydro-5H-benzocycloheptene [ar-himachalene], with acid chlorides over a new type of flower-shaped ZnO nanosructure as a hetrogenous catalyst at room temperature. The ZnO nanoflowers can efficiently and selectively catalyze the acylation of the aromatic group of ar-himachalene and be reused up to three times by simple filtration and washing without significant loss in their catalytic activity. Keywords: Acylation, Natural product, Solventless, Zin Oxide nanostructure, Heterogenous Catalysis, Sustainability

4-(4-{[(2-Phenyl­quinazolin-4-yl)­oxy]methyl}-1H-1,2,3-triazol-1-yl)butan-1-ol hemihydrate

The title compound, C21H21N5O2·0.5H2O, has two fused six-membered rings linked to a benzene ring and to a triazole ring, which is connected to a butanol group. The quinazoline ring forms a dihedral angle of 7.88 (8)° with the benzene ring, while the triazole ring is approximately perpendicular to the benzene ring and to the quinazoline system, making dihedral angles of 84.38 (10) and 76.55 (8)°, respectively. The stereochemical arrangement of the butanol chain, with a C—C—C—C torsion angle of 178.34 (19)°, corresponds to an anti­periplanar conformation. However the position of the –OH group is split into two very close [O—O = 0.810(3) Å] positions of equal occupancy. The crystal structure features O—H⋯N and O—H⋯O hydrogen bonds, building an infinite three-dimensional network. The water molecule is located on a half-filled general position

4-{4-[(4-Oxoquinazolin-3-yl)meth­yl]-1H-1,2,3-triazol-1-yl}butyl acetate

In the heterocyclic title compound, C17H19N5O3, the quinazolinone ring system forms a dihedral angle of 67.22 (7)° with the triazole ring. The butyl acetate group has a non-linear conformation, with an alternation of synclinal and anti­periplanar torsion angles [N—C—C—C = 58.5 (2)°, C—C—C—C = 170.72 (19)° and C—C—C—O = −65.9 (3)°]. The crystal structure features inter­molecular C—H⋯N and C—H⋯O non-classical hydrogen bonds, building an infinite one-dimensional network along the [100] direction

An optimized procedure for direct access to 1H-indazole-3-carboxaldehyde derivatives by nitrosation of indoles

International audienceIndazole derivatives are currently drawing more and more attention in medicinal chemistry as kinase inhibitors. 1H-indazole-3-carboxaldehydes are key intermediates to access to a variety of polyfunctionalized 3-substituted indazoles. We report here a general access to this motif, based on the nitrosation of indoles in a slightly acidic environment. These very mild conditions allow the conversion of both electron-rich and electron-deficient indoles into 1H-indazole-3-carboxaldehydes

Synthesis of new 1,2,3-triazol-4-yl-quinazoline nucleoside and acyclonucleoside analogues

In this study, we describe the synthesis of 1,4-disustituted-1,2,3-triazolo-quinazoline ribonucleosides or acyclonucleosides by means of 1,3-dipolar cycloaddition between various O or N-alkylated propargyl-quinazoline and 1'-azido-2',3',5'-tri-O-benzoylribose or activated alkylating agents under microwave conditions. None of the compounds selected showed significant anti-HCV activity in vitro

Crystal structure of 2-benzamido-N-(2,2-di­eth­oxy­eth­yl)benzamide

In the title compound, C20H24N2O4, both peptide bonds adopt a trans configuration with respect to the —N—H and —C=O groups. The dihedral angle between the aromatic rings is 53.58 (4)°. The mol­ecular conformation is stabilized by an intra­molecular N—H⋯O hydrogen bond. The crystal packing is characterized by zigzag chains of N—H⋯O hydrogen-bonded mol­ecules running along the b-axis direction

Methyl 2-(3-chlorobenzamido)benzoate

In the molecule of the title compound, C15H12ClNO3, the chlorobenzamide and benzoate units are almost co-planar, with a dihedral angle between the six-membered rings of 2.99 (10)°. An intramolecular N—H...O hydrogen bond occurs. In the crystal, each molecule is linked to a symmetry-equivalent counterpart across a twofold rotation axis by weak C—H...O and C—H...Cl hydrogen bonds, forming dimers. The packing is stabilized through weak π–π stacking along the b-axis direction, leading to π-stacked columns of inversion-related molecules, with an interplanar distance of 3.46 (2) Å and a centroid–centroid vector of 3.897 (2) Å