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An expedient method for regioselective methylation of catechol coumarins

Authors :
Lu, Junxia
Wang, Ping
Hou, Jie
Zou, Liwei
Cui, Pan
Yang, Ling
Ge, Guangbo
Gong, Xiaojie
Source :
Chemical Research in Chinese Universities; October 2016, Vol. 32 Issue: 5 p786-791, 6p
Publication Year :
2016

Abstract

An expedient and efficient method for selective methylation of catechol coumarins by working with different alkalis under appropriate reaction conditions is reported. Esculetins were selectively methylated at position 6 and position 7 in good yield using CH3I in the presence of NaH and Na2CO3, respectively. However, daphnetins showed less regioselectivity under the same reaction conditions. Furthermore, the site preference for the methylation reaction was interpreted by the density functional theory at B3LYP/6-31+G(d) level.

Details

Language :
English
ISSN :
10059040
Volume :
32
Issue :
5
Database :
Supplemental Index
Journal :
Chemical Research in Chinese Universities
Publication Type :
Periodical
Accession number :
ejs40028635
Full Text :
https://doi.org/10.1007/s40242-016-6147-x