Isocyanide based multicomponent click reactions: a green and improved synthesis of 1-substituted 1H-1,2,3,4-tetrazoles

Abstract

An improved synthesis of 1-substituted 1H-1,2,3,4-tetrazoles via a novel isocyanide based multicomponent click reaction under ultrasound assisted mild, solvent, catalyst and column-free conditions has been developed.

Azidative Aromatization of Quinone Methides Under Transition Metal and Solvent Free Conditions

“…Organic azides have attracted much attention since the first discovery of phenyl azides by Peter Grieb in 1864 Azides are valuable active intermediates, it can be easily transformed into triazoles, tetrazoles, amines, imines, isocyanates (Curtius rearrangement), and as the precursor of nitrene . Moreover, azides can also be used as pharmacophores, such as the HIV/AIDS drug zidovudine and novel azide‐functionalized Pt II complex picazoplatin …”

Ultrasound-assisted transition-metal-free catalysis: a sustainable route towards the synthesis of bioactive heterocycles

“…97,98 In 2017, Arafa et al 99 employing ultrasound techniques under catalyst-and solventfree conditions was devised by Gámez-Montaño and coauthors (Scheme 24). 100 With the help of their optimized reaction conditions, the corresponding tetrazole products 95 were derived from various aromatic and aliphatic substituted isocyanides 92, TMSN 3 93, and water 94; the products were unaffected by the presence of different substituents on various positions of the isocyanide ring. Broad functional group tolerance, reduced reaction time, simple handling, mild set-up, and column-free are some salient features of this strategy.…”

Mechanochemical IMCR and IMCR-post transformation domino strategies: towards the sustainable DOS of dipeptide-like and heterocyclic peptidomimetics

“…3 Our group previously reported a novel Ugi-azide IMCR-sonochemistry approach and demonstrated that ultrasonic irradiation (USI) is an effective AES for sustainable IMCR strategies under SCCF conditions at room temperature. 4 Currently there are only three reports of MC-IMCR methods under solvent- and catalyst-free (SCF) conditions. Two of these involve GBB 5 and Passerini 6 reactions.…”