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Enzymatic multicomponent reactions are very powerful for complicated organic synthesis with environmental friendly, highly efficient and selective characters. Herein, we designed and compared three routes of enzymatic MCRs for simple and efficient synthesis of complicated spirooxazinos derivatives, and one more efficient synthesis methodology for the target compounds than before was developed. Reaction conditions such as enzymes, enzyme concentration, amides and ratio of substrates were screened, and 15 spirooxazino derivatives were obtained in moderate to good yield. All of these novel spirooxazinos have strong fluorescence emission ability and high quantum yields, providing great application potential in photoactive materials. Furthermore, particularly interesting is that chiral spirooxazino could also be obtained through a developed two-enzymatic MCRs process in one pot. |
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Keywords:Organic synthesis; Enzyme catalysis; Multicomponent reactions; Spirooxazino; Cascade reactions |
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