Synlett 2012(1): 142-144  
DOI: 10.1055/s-0031-1290092
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

A Mild Method for the Cleavage of the 4-Picolyloxy Group with Magnesium under Neutral Conditions

Jianwei Zhua, Wenjun Miaoa, Lingling Baoa, Tao Jia, Guo Tang*a, Pengxiang Xua, Yufen Zhaoa,b
a Department of Chemistry and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, , Xiamen University, Xiamen 361005, P. R. of China
Fax: +86(592)2185780; e-Mail: t12g21@xmu.edu.cn;
b Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Tsinghua University, Beijing 100084, P. R. of China
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Publikationsverlauf

Received 16 August 2011
Publikationsdatum:
09. Dezember 2011 (online)

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Abstract

A mild and efficient method for the selective hydrolysis of 4-picolyl esters with magnesium in methanol or water in the presence of other esters and sensitive protecting groups is described. 4-Picolyl aryl ethers and thioethers are also smoothly deprotected to give the corresponding phenols and thiophenols.