Application of chlorophyll as a photosensitizer in the synthesis of tetrahydroquinoline derivatives by visible light-catalyzed cyclization reaction

Abstract

The invention discloses application of chlorophyll serving as a photosensitizer for catalysis of cyclization reaction of N,N-dimethylaniline derivatives and maleimide derivatives to synthesize tetrahydroquinoline derivatives and particularly discloses a method of taking the chlorophyll as the photosensitizer for catalysis of cyclization reaction of the N,N-dimethylaniline derivatives and the maleimide derivatives to synthesize the tetrahydroquinoline derivatives. In conclusion, the chlorophyll serving as the photosensitizer can be used for for catalysis of cyclization reaction of the N,N-dimethylaniline derivatives and the maleimide derivatives under visible light conditions to synthesize the tetrahydroquinoline derivatives, and high yield is achieved. A simple, efficient and green synthesis approach is provided, and requirements on green chemistry and sustainable development are met.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and specifically relates to the application of chlorophyll as a photosensitizer in the synthesis of tetrahydroquinoline derivatives by catalytic cyclization reaction with visible light. Background technique [0002] Visible light catalysis has the characteristics of low cost, easy acquisition and environmental friendliness. It has been widely used in organic synthesis in recent years and has become a research field with great development space and good application prospects. In particular, visible light-induced sp of adjacent nitrogen atoms 3 Direct cyclization reactions at carbon centers have been extensively studied. Visible-light-catalyzed redox reactions reported by MacMillan, Yoon, Stephenson, and other groups have shown that ruthenium, iridium, and copper complexes can be used as visible-light catalysts to catalyze many organic synthesis reactions. However, metal ligand catalysts such as r...

AI Technical Summary

Problems solved by technology

However, metal ligand catalysts such as ruthenium and iridium still have some shortcomings: first, ruthenium and iridium are expensive as rare metals, which limits their wide application in industry; secondly, ruthenium and iridium complexes have certain toxicity, Additional purification steps are required to eliminate their possible residues in the final product

However, the prior art has not reported that chlorophyll, as a high-efficiency photosensitizer, can catalyze the cyclization reaction between dimethylaniline and maleimide to synthesize tetrahydroquinoline derivatives and obtain medium to higher yield

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