Glucose as an eco-friendly reducing agent for a one-pot multicomponent synthesis of quinoxalines

Molybdenum‐Catalyzed One‐Pot Multi‐Step Synthesis of N‐Polyheterocycles from Nitroarenes and Glycols

“…Most of the approaches for the preparation of imidazoquinoxalines consist in the modified Pictet‐Spengler reaction between 2‐imidazolilarilamines and an aldehyde catalyzed by acids such as p ‐TsOH, [28] or Wang‐OSO 3 H resin [29] . In this field, Akula et al reported a one‐pot, two‐step synthesis of quinoxalines from nitrocompounds employing D ‐glucose as reductant and subsequent condensation of the amine catalyzed by acetic acid [30] . In addition, Hulme et al have developed a multicomponent reaction for the synthesis of imidazo[1,5‐ a ]quinoxalines from aryldiamines and 1,2‐ketoaldehydes [31] …”

“…[29] In this field, Akula et al reported a one-pot, two-step synthesis of quinoxalines from nitrocompounds employing Dglucose as reductant and subsequent condensation of the amine catalyzed by acetic acid. [30] In addition, Hulme et al have developed a multicomponent reaction for the synthesis of imidazo[1,5-a]quinoxalines from aryldiamines and 1,2ketoaldehydes. [31] Continuing with our interest in developing a general method for accessing different N-heterocycles from nitroarenes by a Mo-catalyzed one-pot multi-step reaction, 1-(2-nitrophenyl)-1H-imidazole (1 d) was treated with diol 2 b in the presence of p-TsOH (50 mol%) under microwave irradiation at 180 0 C for 30 minutes (see Table S3).…”