N-Alkylated 1,4-Diazabicyclo[2.2.2]octane-Polyethylene Glycol Melt as Deep Eutectic Solvent for the Synthesis of Fisher Indoles and 1H-Tetrazoles.

ABSTRACT: 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, th

SUBMITTER: Ali Ghumro S 

PROVIDER: S-EPMC6641132 | biostudies-literature | 2017 Jun

REPOSITORIES: biostudies-literature