Synlett 2014; 25(19): 2703-2713
DOI: 10.1055/s-0034-1379318
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© Georg Thieme Verlag Stuttgart · New York

Generation of Indene Derivatives by Tandem Reactions

Guanyinsheng Qiu
a   College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, P. R. of China
,
Jie Wu*
b   Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, P. R. of China   Fax: +86(21)65641740   Email: jie_wu@fudan.edu.cn
c   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 04 August 2014

Accepted after revision: 16 September 2014

Publication Date:
06 November 2014 (online)


Abstract

As a privileged motif, the indene core can be found in many natural products and pharmaceuticals. Our continued interest in the construction of natural product like compounds prompted us to develop efficient and mild protocols for the generation of indene derivatives. This account describes two typical procedures that involve tandem reactions: a base-mediated cyclization of 1-alkenyl-2-arylalkynes and a palladium-catalyzed annulation of 1-alkynyl-2-halobenzenes. Diversity and complexity can be easily incorporated during these reaction processes.

1 Introduction

2 Synthesis of Indene Derivatives by Base-Promoted Cyclization of (2-Alkenylphenyl)alkynes

3 Formation of Indenes by Palladium-Catalyzed Reactions of gem-Dibromoolefins

4 Palladium-Catalyzed Reactions of 1-Alkynyl-2-bromobenzenes

5 Outlook and Conclusion