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Microwave-assisted N-allylation of uracil and thymine pyrimidine bases

Content Provider	Springer Nature Link
Author	Sacarescu, L. Atudosie, I. Simionescu, M. Sacarescu, G. Harabagiu, V.
Copyright Year	2011
Abstract	This work presents a new synthetic approach to N(1)-allylation of pyrimidine nucleobases with allyl bromide. The increased efficiency of the proposed method is based on two specific elements: (a) the nucleoside N-deprotonation is carried out in a homogeneous system by using sodium methylsulfinyl- methylide in DMSO; (b) the allylation reaction is microwave-assisted. This method ensures high yields (87–88%) of the monoallylated products and short reaction time (1.5 h as compared to tens of hours for classical methods), and provides protection against side reactions. NMR analysis of the crude reaction mixture indicated a ratio of 6–8 : 1 between N(1)-allyl derivatives and N(1),N(3)-diallyl derivatives.
Starting Page	602
Ending Page	606
Page Count	5
File Format	PDF
ISSN	00093122
Journal	Chemistry of Heterocyclic Compounds
Volume Number	47
Issue Number	5
e-ISSN	15738353
Language	English
Publisher	Springer US
Publisher Date	2011-09-10
Publisher Place	Boston
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	nucleobase thymine uracil allylation microwave Organic Chemistry Pharmacy
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry

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