Synlett 2016; 27(18): 2515-2524
DOI: 10.1055/s-0036-1588611
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© Georg Thieme Verlag Stuttgart · New York

Design and Application of 3-Alkyl-2-vinylindoles in Brønsted Acid Catalyzed Reactions

Guang-Jian Mei
Jiangsu Key Laboratory of Green Synthetic for Functional Materials, School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, P. R. of China   Email: fshi@jsnu.edu.cn
,
Feng Shi*
Jiangsu Key Laboratory of Green Synthetic for Functional Materials, School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, P. R. of China   Email: fshi@jsnu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 11 August 2016

Accepted after revision: 12 September 2016

Publication Date:
30 September 2016 (online)


Abstract

Our group has designed and developed 3-alkyl-2-vinylindoles as a new type of vinylindoles, which have displayed versatile reactivity in Brønsted acid catalyzed reactions. For instance, this class of ­vinylindoles can act as 2C building blocks in [n+2] cyclizations, as 2,3-disubstituted indoles in dearomatizations, and as NCC building blocks in [3+2] cyclodimerizations. This article summarizes the main contributions of our group in this research field.

1 Introduction

2 As 2C building blocks in [n+2] cyclizations

3 As 2,3-disubstituted indoles in dearomatization

4 As NCC building blocks in [3+2] cyclodimerizations

5 Summary and outlook

 
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