Dearomatization Reactions of Indoles to Access 3D Indoline Structures

Abstract

This Account summarizes our involvement in the development of dearomatization reactions of indoles that has for origin a total synthesis problematic. We present the effort from our group to obtain 3D-indolines scaffold from the umpolung of N-acyl indoles via activation with FeCl3 to the oxidative spirocyclizations of N-EWG indoles and via the use of electrochemistry. 1 Introduction 2 Activation of N-Acyl Indoles with FeCl3 2.1 Hydroarylation of N-Acyl Indoles 2.2 Difunctionalization of N-Acyl Indoles 3 Radical-Mediated Dearomatization of Indoles for the Synthesis of Spirocyclic Indolines 4 Electrochemical Dearomatization of Indoles 4.1 Direct Electrochemical Oxidation of Indoles 4.2 Indirect Electrochemical Oxidation of Indoles 5 Conclusion

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