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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 10
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Original Articles

Microwave‐Assisted Synthesis of 2‐Amino‐thiophene‐3‐Carboxylic Derivatives Under Solvent‐Free Conditions

Wei Huang Drug Discovery and Design Center, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, China; Graduate School of the Chinese Academy of Sciences, Shanghai, China
,
Jian Li Drug Discovery and Design Center, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, China; Graduate School of the Chinese Academy of Sciences, Shanghai, China
,
Jing Tang Drug Discovery and Design Center, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, China
,
Hong Liu Drug Discovery and Design Center, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, ChinaCorrespondence[email protected]
,
Jianhua Shen Drug Discovery and Design Center, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, China
&
Hualiang Jiang Drug Discovery and Design Center, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, China
Pages 1351-1357 | Received 22 Nov 2004, Published online: 16 Aug 2006
 
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Abstract

Under microwave irradiation and solvent‐free conditions, cyanoacetates (cyanoacetamides) react with ketones and sulphur in the presence of a small amount of morpholine to give 2‐amino‐thiophene‐3‐carboxylic derivatives. In particular, tetrahydro‐benzo[b]thiophene‐3‐carboxylic acid N‐aryl amides were synthesized in high yields of 84–95%.

Acknowledgments

This work was supported by the National Natural Science Foundation of China (Grants 20472094, 20372069, 20102007, and 29725203), the Qi Ming Xing Foundation of Shanghai Ministry of Science and Technology (Grant 03QD14065), and the 863 Hi‐Tech Program of China (Grants 2003AA235030, 2002AA233061).

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