Synlett 2020; 31(11): 1033-1039
DOI: 10.1055/s-0039-1690853
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© Georg Thieme Verlag Stuttgart · New York

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

Guo-Shu Chen
,
Xiao-Tong Lin
,
Yun-Lin Liu
The National Natural Science Foundation of China (Grant No. 21801050) and the Scientific Research Project of Guangzhou Municipal Colleges and Universities (Grant No. 201831816) are gratefully acknowledged for financial support.
Further Information

Publication History

Received: 11 February 2020

Accepted after revision: 19 February 2020

Publication Date:
12 March 2020 (online)


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