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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 1
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Original Articles

Concise and Efficient Synthesis of Linear Furocoumarins: Psoralen and 4‐Methylpsoralen

Bang‐Le Zhang State Key Laboratory of Drug Research, Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, China; School of Pharmacy, Fourth Military Medical University, Xi'an, Shaanxi, China
,
Fang‐Dao Wang State Key Laboratory of Drug Research, Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, China
&
Jian‐Min Yue State Key Laboratory of Drug Research, Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, ChinaCorrespondence[email protected]
Pages 63-70 | Received 16 Mar 2006, Published online: 25 Jul 2007
 
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Abstract

A method for the rapid synthesis of psoralen and 4‐methylpsoralen has been developed. The key intermediates, coumarinyloxyaldehydes, were obtained in only two steps from the easily available starting materials, 7‐hydroxycoumarin derivatives, by an oxidative procedure. By using Swern oxidation, psoralen and 4‐methylpsoralen were finally produced in the overall yields of 71% and 67%, respectively.

Acknowledgment

National Natural Science Foundation of China (No. 30025044), Foundation from the Ministry of Science and Technology of China (No. 2002CB512807), and Shanghai Municipal Scientific Foundation (Nos. 03DZ19529 and 04XD14019) are gratefully acknowledged.

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