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Figure 2

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Transformation of glucose to quinoxalines. (A) Carbon distributions of glucose for the reaction with different additive. Reaction conditions: glucose (0.5 mmol), H2O (20 mL), 180ºC, 5 h, N2 (2 MPa), the amount of amine additive (aniline and o-PDA) was based on total amino groups (4 mmol). a KOH (0.15 mmol) was added. (B) The composition of identified products obtained from glucose transformation in the presence of o-PDA and KOH. (C) The composition of total formed quinoxalines. The reaction progression monitored by 1H NMR (D) and 13C NMR (E). (F) Proposed plausible reaction pathways for transforming glucose into quinoxalines in the presence of o-PDA. Cyclic forms of the sugars are omitted for clarity. (G) Synthesis of various 2-methylquinoxalines via the proposed reaction with a minimal KOH additive and their potential for manufacturing high-value bioactive compounds. The values in the parentheses indicate the percentage of the corresponding 2-methylquinoxalines in total formed quinoxaline products.

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