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An expedient solvent-free methodology has been developed to produce 1-substituted 1H-1,2,3,4-tetrazoles using sodium borosilicate glass-supported silver nanoparticles (Ag NPs) as a novel heterogeneous catalyst. A cost-efficient, facile, and greener method was deployed for the creation of Ag/sodium borosilicate nanocomposite (ASBN) catalyst by using Aleurites moluccana leaf extract as a stabilizing and reducing agent. The ASBN catalyst was identified using the latest microscopic and spectroscopic techniques such as FT-IR, TEM, FESEM, XRD, EDS, and elemental mapping. The deployment of this new catalyst enables the preparation of assorted 1-substituted tetrazoles in good to high yields via an easy work-up procedure in a relatively short reaction time under environmentally friendly conditions without using harmful and toxic reducing agents. The ASBN catalyst can be recycled and reused multiple times without meaningful loss of activity. To extend the application of the ASBN, the performance of the quantitative structure-activity relationships model was investigated for protein binding and toxicity hazard considerations.
1,4-Diazabicyclo[2.2.2]octane (DABCO)-based ionic liquids (ILs) 2-4 were synthesized by the N-alkylation of DABCO using alkyl halides of varying chain lengths (C2, C5, and C7). The N-alkylated DABCO-ILs were mixed with polyethylene glycols (PEGs) of varying molar masses as hydrogen bond donors (HBDs) to prepare new deep eutectic solvents (DESs). These DABCO-PEG-based DESs were successfully employed for the synthesis of a variety of indoles 7a-7h (by Fischer indole synthesis) and 1H-tetrazoles 9a-9i (by click chemistry). For comparison, DESs of DABCO-ILs with different alcohols (as HBD) were also prepared and investigated for the synthesis of indoles. Although comparable yields were observed in DES-containing alcohols and PEGs, the use of PEG as HBD in DES (as an alternative to alcohols) provides a much safer, nonvolatile, and environmentally benign reaction medium for synthetic reactions. The first successful application of PEG-polymer-based DES as benign reaction media for organic syntheses offers exciting opportunities to be explored in the realm of green synthesis.
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