Synlett 2017; 28(16): 2159-2162
DOI: 10.1055/s-0036-1588479
letter
© Georg Thieme Verlag Stuttgart · New York

AlCl3-Catalyzed Intramolecular Hydroarylation of Arenes with Alkynes

Yang Li
a  Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. of China   Email: [email protected]
,
Yu Wang
b  Department of Head and Neck Surgery, Fudan University Shanghai Cancer Center; Department of Oncology, Shanghai Medical College, Fudan University, Shanghai, 200433, P. R. of China
,
Dawen Xu
a  Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. of China   Email: [email protected]
,
Ruiwen Jin
a  Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. of China   Email: [email protected]
,
Guangxin Gu*
c  Department of Materials Science, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. of China   Email: [email protected]
,
Hao Guo*
a  Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. of China   Email: [email protected]
› Author Affiliations
We greatly acknowledge the financial support from International Science & Technology Cooperation Program of China (2014DFE40130).
Further Information

Publication History

Received: 10 April 2017

Accepted after revision: 28 May 2017

Publication Date:
06 July 2017 (online)


These authors contributed equally to this work

Abstract

Herein, we wish to report the main-group metal Lewis acid catalyzed intramolecular hydroarylation of arenes with alkynes. This cyclization proceeds efficiently in the presence of a catalytic amount of AlCl3, affording phenanthrenes in moderate to excellent yields. The catalyst is cheap and nontoxic. The functional-group tolerance is high. A plausible electrophilic aromatic substitution reaction mechanism is proposed for this transformation.

Supporting Information

 
  • References and Notes

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