ChemInform Abstract: A Facile Synthesis of N‐Z/Boc‐Protected 1,3,4‐Oxadiazole‐Based Peptidomimetics Employing Peptidyl Thiosemicarbazides.

A convenient protocol is presented for the cyclization of dipeptidyl thiosemicarbazides (III)

T3P® (propylphosphonic anhydride) Mediated Conversion of Carboxylic Acids into Acid Azides and one-pot Synthesis of Ureidopeptides

A general, mild, efficient, and environmentally benign protocol, which makes use of T3P® as an acid activating agent for the direct synthesis of acid azides from carboxylic acids is described. Further, the protocol is employed for the one-pot synthesis of α-ureidopeptides starting from N-protected α-amino acids

Synthesis and crystal structure analysis of 2-​(4-​fluorobenzyl)​-​6-​phenylimidazo[2,​1-​b]​- [1,​3,​4]​thiadiazole and its chlorophenyl derivative

Prepns. of 2-​(4-​fluorobenzyl)​-​6-​phenylimidazo[2,​1-​b]​[1,​3,​4]​thiadiazole and its chlorophenyl deriv. were described. Preliminary anal. was done spectroscopically by means of 1H NMR, 13C NMR spectra, mass spectra and elemental analyses. Further the structures were confirmed by X-​ray crystal structure analyses. The 4-​fluorophenyl compd. crystd. in a triclinic P-​1 space group with three independent mols. in the asym. unit, while the 4-​chlorophenyl compd. belonged to P21/c space group with one mol. in the asym. unit. The imidazo-​thiadiazole entity was as usual planar. Intramol. C-​H···N hydrogen bonding between the imidazole and the Ph ring of the mol. was obsd. in both compds. The mols. of 4-​fluorophenyl deriv. was linked into two dimensional supramol. hexagonal hydrogen bonded network sustained by C-​H···F interaction, while those of 4-​chlorophenyl deriv. was linked by bifurcated C-​H···N interactions. Further, the mol. packing of both the compds. was stabilized by π-​π stacking interactions between the benzene and imidazo-​thiadiazole ring systems

ChemInform Abstract: T3P® (Propylphosphonic Anhydride) Mediated Conversion of Carboxylic Acids into Acid Azides and One‐Pot Synthesis of Ureidopeptides.

The method is high-yielding and ecofriendly

6-(4-Bromo­phen­yl)-2-(4-fluoro­benz­yl)imidazo[2,1-b][1,3,4]thia­diazole

In the title compound, C17H11BrFN3S, the imidazothia­diazole and bromo­phenyl rings are individually almost planar, with maximum deviations of 0.0215 (4) and 0.0044 (4) Å, respectively, and are inclined at an angle of 27.34 (3)° with respect to each other. The dihedral angle between the mean planes of the fluoro­benzyl and imidazothia­diazole rings is 79.54 (3)°. The crystal structure is stabilized by inter­molecular C—H⋯N inter­actions resulting in chains of mol­ecules along the b axis

3-{[5-(4-Bromophenyl)imidazo[2,1-b][1,3,4]thiadiazol-2-yl]methyl}-1,2-benzoxazole

In the title compound, C18H11BrN4OS, the imidazothiadiazole and benzisoxazole rings are individually planar with maximum deviations of 0.025 (3) 0.015 (4) Å, respectively, and are inclined at an angle of 23.51 (7)° with respect to each other. The planes of the imidazothiadiazole and bromophenyl rings are inclined at an angle of 27.34 (3)°. In the crystal, intermolecular C—H...N interactions result in chains of molecules along the b and c axes. Moreover, C—H...O interactions result in centrosymmetric head-to-head dimers with R22(24) graph-set motifs. The molecular packing is further stabilized by π–π stacking interactions between the imidazole rings with a shortest centroid–centroid distance of 3.492 (3) Å. In addition, C—H...π interactions are observed in the crystal structure

Synthesis and antimicrobial activity of novel sulfides and sulfones of methylene-bridged benzisoxazolylimidazo[2,1-<i>b</i>][1,3,4]thiadiazoles

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