3-(2-Isocyanoethyl)indole: A Versatile Reagent for Polycyclic Spiroindoline Synthesis

^‡ These authors contributed equally.

Abstract

Polycyclic spiroindolines are the basic skeletons of large families of indole alkaloids that exhibit a broad spectrum of biological and pharmacological activities. The past seven years have seen impressive developments in the construction of polycyclic spiroindolines enabled by 3-(2-isocyanoethyl)indole-based cascade reactions. We herein give a brief summary on this evolution and highlight our contributions in this field.

1 Introduction

2 Cascade Reactions Involving Nitrilium Ion Intermediates

3 Cascade Reactions Involving Ketenimine Intermediates

4 Conclusion and Outlook

Key words

3-(2-isocyanoethyl)indole - polycyclic spiroindolines - nitrilium ions - diazo compounds - cross-coupling - ketenimine - spirocyclization

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