Continuous Synthesis of Quinolines Derivatives from Catalytic Oxidative depolymerization Products of Lignin in a Micro-manufacturing Platform
The abundant aromatic structures present in lignin render it a potential raw material for quinoline compounds. Consequently, the utilization of the vast reserves of lignin and the exploration of efficient, practical, and sustainable synthetic routes for quinoline compounds will be a significant development direction in the utilization of biomass resources. In this work, with the monomer model compounds of lignin and 2-aminobenzyl alcohol as raw materials, the feasibility of continuous-flow synthesis of quinoline derivatives was explored using a microchannel reactor. The study investigated the influence of various factors on the synthesis process of quinoline derivatives and characterized the product structures, including analyses such as HPLC, TOF-MS, 1 H-NMR, 13 C-NMR, and 2D-HSQC. The research results indicated that under the optimal conditions, the yields of 2-phenylquinoline, 4-(quinolin-2-yl)phenol, 4-(quinolin-2-yl)guaiacol, and 4-(quinolin-2-yl)syringol were 93.89%, 64.26%, 33.98%, and 41.30%, respectively. The research results demonstrated that it is feasible to construct the quinoline ring through reactions such as C-N bond condensation and C-C cyclization.
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