A Novel Approach for the Solid‐Phase Organic Synthesis of 1, 3‐Disubstituted Uracils
作者:
Mei‐Hong Wei,
Shu‐Ying Lin,
Sheng‐Ri Sheng,
Qing Wang,
Ming‐Zhong Cai,
期刊:
Journal of the Chinese Chemical Society
(WILEY Available online 2010)
卷期:
Volume 57,
issue 3A
页码: 300-304
ISSN:0009-4536
年代: 2010
DOI:10.1002/jccs.201000044
出版商: WILEY‐VCH Verlag
关键词: Uracil;Solid‐phase organic synthesis;Wang‐acrylate resin;Intramolecular cyclization;Cleavage
数据来源: WILEY
摘要:
AbstractA novel procedure for solid‐phase organic synthesis of 1, 3‐disubstituted uracils using a cyclization‐cleavage strategy from Wang‐acrylate resin, amines and isocyanates. An acrylate ester resin is reacted in turn with PhSeBr and primary amines in one‐pot to affordN‐substituted α‐phenylseleno‐β‐aminoesters followed by treatment with isocyanates to form α‐phenylseleno‐β‐ureidoester resin. Following oxidation‐elimination with excess of 30% hydrogen peroxide and intramolecular cyclization cleavage of the Wang resin using potassium ethoxide as a base to furnish 1, 3‐disubstituted uracils in good yields (80
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