The diversely functionalized tricyclic tetrazoles were synthesised from readily available substrates via intramolecular 1,3-dipolar cycloaddition as the key step in good yields (53-78% yield for two steps) with high enantioselectivities (81-99% ee).

Abstract The sulfoximine-based tetrazoles have been synthesized via azido-Ugi four-component reactions of sulfoximines, isocyanides, aldehydes, and TMS-azide in MeOH at 70 °C the presence InCl3. Replacement sulfoximines with sulfonimidamides (SIA) has delivered corresponding SIA-based tetrazole. Interestingly, SIA also acts as a surrogate amine to furnish aminotetrazole by-product.

A modified phase-transfer-catalyst-assisted synthetic pathway was developed that widens the pool of accessible 1-substituted tetrazoles, which are possible ligands for iron(II) spin-crossover compounds. Within the family of α,ω-bis(tetrazol-1-yl)alkanes, a series of ligands and their respective iron(II) spin-crossover compounds were synthesized and structurally and spectroscopically characteriz...

Tetrazoles have many interesting futures and applications in drug and energy industries. 5-Substituted 1H-tetrazoles were synthesized via [2+3] cycloaddition reaction of aryl or alkyl nitriles with sodium azide in the presence of [email protected] as catalyst in DMF under reflux conditions.  The catalyst was removed from reaction mixture by an...

Tetrazoles have many interesting futures and applications in drug and energy industries. 5-Substituted 1H-tetrazoles were synthesized via [2+3] cycloaddition reaction of aryl or alkyl nitriles with sodium azide in the presence of [email protected] as catalyst in DMF under reflux conditions.  The catalyst was removed from reaction mixture by an...

Rh(III)-catalyzed direct olefination reaction via aromatic C-H bond activation is described using tetrazole as the directing group. This reaction provides a straightforward way for the synthesis of ortho-alkenyl aryl tetrazoles. Various functional groups tolerate the reaction conditions and afford the corresponding products in moderate to excellent yields.

The AMPAC-GaTech Partnership fosters research aimed at opening and developing new avenues and compounds that fit the American Pacific Corporation (AMPAC)’s potential market. Under this umbrella, we are exploring advanced propellants technologies (ionic liquids, energetic polymers), azide chemistry, and applied polymers (agriculture, biomedical). The novel catalytic preparation of 5-aromatic sub...

Tetrazoles represent a class of five-membered heterocyclic compounds with polynitrogen electron-rich planar structural features. This special structure makes tetrazole derivatives useful drugs, explosives, and other functional materials with a wide range of applications in many fields of medicine, agriculture, material science, etc. Based on our research works on azoles and other references in ...

Ferric hydrogensulfate catalyzed the synthesis of 5-substituted 1H-tetrazoles via [2 + 3] cycloaddition of nitriles and sodium azide. This method has the advantages of high yields, simple methodology, and easy workup. The catalyst can be recovered by simple filtration and reused delivering good yields. Also, ferric hydrogensulfate catalyzed the hydrolysis of nitriles to primary amides under aqu...

An unprecedented formal [3+2] annulation of propargylamides with TMSN3 to deliver functionalized tetrazoles is developed. Oxygen-atom transfer (OAT) from the amide group to the C≡C bond was realized via a NIS-triggered-cyclization/ring-opening cascade pathway. The OAT process enables the amide to serve as a two-atom unit in the reactions. Notably, in situ umpolung of azide occurred when termina...