Studies on the acylation of 4-(2-aminoethylthio)-7-nitrobenzofurazan: the role of bases in promoting the formation of fluorescent S-acyl derivatives through S-N Smiles rearrangement
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- 作者：Daniele Castagnolo ; Mafalda Pagano ; Martina Bernardini ; Maurizio Botta
- 关键词：S&ndash ; N acylation ; Smiles rearrangement ; Fluorescent probe ; Benzofurazan ; Cysteamine
- 刊名：Tetrahedron Letters
- 出版年：2012
- 出版时间：12 September, 2012
- 年：2012
- 卷：53
- 期：37
- 页码：5008-5011
- 全文大小：320 K
文摘
The acylation of 4-(2-aminoethylthio)-7-nitrobenzofurazan has been investigated. Depending on the use of the base, a competitive Smiles rearrangement occurs during the acylation step leading to the formation of N-acyl and/or fluorescent S-acyl derivatives. The acylating agent also affects the ratio of N/S acylated isomers.