Synthesis 2014; 46(17): 2305-2311
DOI: 10.1055/s-0033-1339110
special topic
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Ethyl Arylpropiolates through Palladium-Catalyzed Cross-Coupling­ Reactions of Aryl Iodides with In Situ Generated Lithium Tetrakis(ethoxycarbonylethynyl)indates

Youngchul Park
Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea   Fax: +82(33)2595667   Email: phlee@kangwon.ac.kr
,
Dongjin Kang
Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea   Fax: +82(33)2595667   Email: phlee@kangwon.ac.kr
,
Woo Hyung Jeon
Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea   Fax: +82(33)2595667   Email: phlee@kangwon.ac.kr
,
Taekyu Ryu
Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea   Fax: +82(33)2595667   Email: phlee@kangwon.ac.kr
,
Phil Ho Lee*
Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea   Fax: +82(33)2595667   Email: phlee@kangwon.ac.kr
› Author Affiliations
Further Information

Publication History

Received: 21 February 2014

Accepted after revision: 13 April 2014

Publication Date:
28 May 2014 (eFirst)

Abstract

An efficient synthetic method to access ethyl arylpropiolates has been developed; it involves a palladium-catalyzed cross-coupling reaction between a wide range of aryl iodides and lithium tetrakis(ethoxycarbonylethynyl)indates (0.35 equiv) generated in situ from indium trichloride and alkynides obtained from ethyl propiolate and n-butyllithium.

Supporting Information

 
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