Download PDF
Synthesis 2013; 45(15): 2137-2149
DOI: 10.1055/s-0033-1338417
special topic
© Georg Thieme Verlag Stuttgart · New York

Rhodium-Catalyzed Oxidative Coupling of Aryl Hydrazones with Internal Alkynes: Efficient Synthesis of Multisubstituted Isoquinolines

Wenting Liu
a   Department of Chemistry, Shanghai University, Shanghai 200444, P. R. of China   Fax: +86(21)66134594   Email: xubin@shu.edu.cn
,
Xiaohu Hong
a   Department of Chemistry, Shanghai University, Shanghai 200444, P. R. of China   Fax: +86(21)66134594   Email: xubin@shu.edu.cn
,
Bin Xu*
a   Department of Chemistry, Shanghai University, Shanghai 200444, P. R. of China   Fax: +86(21)66134594   Email: xubin@shu.edu.cn
b   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 21 February 2013

Accepted: 17 March 2013

Publication Date:
08 May 2013 (online)

   Buy Article Permissions and Reprints All articles of this category


Zoom Image

Abstract

An efficient rhodium-catalyzed oxidative coupling reaction has been developed that gives high yields of multisubstituted isoquinolines from easily accessible aryl hydrazones and internal alkynes. Indenone hydrazone can also be synthesized in high yield from the corresponding benzaldehyde hydrazone by using this approach.

Key words

alkynes - cyclization - hydrazones - heterocycles - rhodium - catalysis

Supporting Information

    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
  • Supporting Information