Abstract

Synthesis of indolyl 4H-chromenes via a three-component reaction catalyzed by lipase in ionic liquidsis reported here for the first time. High yields (77–98%) were obtained when Mucor miehei lipase was used as the catalyst in [EMIM][BF4]. Furthermore, [EMIM][BF4] exhibited good reusability in this enzymatic reaction. This study affords a new example of lipase catalytic promiscuity and broadens the application range of ionic liquid in biocatalysis.

Highlights

  • Chromene and its derivatives can be found in many natural products [1]

  • The results shown indicated the shown in Figure indicated that the recovered was recycled for ten runs without any negative recovered ionic liquids (ILs) was recycled for ten runs without any negative effect on the yield of indolyl 4H-chromene

  • An efficient synthesis of indolyl 4H-chromenes via a three-component reaction catalyzed by lipase in ionic liquid has been developed for the first time

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Summary

Introduction

Chromene and its derivatives can be found in many natural products [1]. With their vital role in pharmacology, they have been utilized in many fields, such as medicinal, bioorganic, and pharmaceutical chemistry [2,3,4,5,6,7]. Indoyl 4H-chromene has the combined properties of both indole and chromene moieties that provide new promising biological activities [10,11]. Most of the reported methods have encountered drawbacks, such as the utilization of environmentally hazardous and expensive catalysts, long reaction times, high reaction temperatures, and complicated reaction processes. A new alternative synthetic method for the indolyl 4H-chromene is still highly desirable

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