Herein, an environmentally benign strategy for the synthesis of complex nitrogenous heterocycles has been developed via an Isocyanide-Based Multicomponent Reaction (IMCR). Utilizing biomass-derived furfural as a renewable heteroaromatic aldehyde platform, some analogs of 1,5-disubstituted tetrazoles were successfully assembled through a four-component Ugi-azide reaction under green reaction conditions. The incorporation of the furan core adjacent to the tetrazole scaffold yields highly functionalized bis-heterocyclic hybrids that comply with the core principles of green chemistry.

Se sintetizó una serie de imidazo[2,1-b]tiazoles a través de un proceso multicomponente, mediante la reacción Groebke-Blackburn-Bienaymé (GBB) en microondas. Los imidazotiazoles sintetizados contienen en su estructura los núcleos de imidazol y tiazol, los cuales se encuentran presentes en una variedad de compuestos bioactivos y fármacos.

The imidazo[2,1-b]thiazole scaffold is widely present in natural and synthetic compounds with important properties or biological activities, such as anti-inflammatory, anti-bacterial, anti-tuberculosis, cytotoxic, anthelmintic, anti-hypertensive, or herbicidal properties. The isocyanide multicomponent reaction (I-MCR) process is a greener alternative and efficient synthetic tool. Herein, we describe a novel methodology, one-pot synthesis for the synthesis of imidazo[2,1-b]thiazole by Groebke–Blackburn–Bienaymé reaction (GBBR) using little-explored 3-formylchromone.

1,5-Disubstituted tetrazoles (1,5-Ds-Ts) are heterocyclic bioisosteres of cis-amide bonds and frequently appear in bioactive compounds, pharmaceuticals, and functional materials. Isocyanide-based multicomponent reactions, such as the Ugi-Azide (UA-4CR), provide a convergent and versatile strategy for synthesizing 1,5-Ds-Ts. Herein, a sonochemical UA-4CR was developed for the one-pot synthesis of 1,5-Ds-Ts functionalized with alkyne under mild conditions, which serve as synthetic platforms for further post-transformations.

1,5-disubstituted tetrazoles (1,5-Ds-T) are heterocyclic bioisosteres of the cis-amide bond, commonly found in bioactive compounds, pharmaceuticals, and functional materials. Chromones are privileged scaffolds widely present in natural products that are well known for their diverse biological activities, including anticancer, antimicrobial, antidiabetic, anti-inflammatory, and antioxidant properties. Isocyanide-based multicomponent reactions, such as the Ugi-Azide (UA-4CR), provide a versatile strategy for synthesizing 1,5-Ds-T, which can be incorporated into other privileged heterocyclic or commercially available drugs. Herein, we describe a sonochemical one-pot synthesis of 1,5-Ds-T connected to chromone under mild conditions, highlighting their potential relevance in medicinal chemistry.