2,3-二氢-4H-1,3-恶嗪-4-酮在电喷雾电离条件下的环收缩反应

Ring contraction reactions of 2,3-dihydro-4H-1,3-oxazin-4-ones under electrospray ionization conditions.

作者信息

Ma Yuan, Liu Wei, Chen Yi, Zhao Yufen

机构信息

Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology, Ministry of Education, Department of Chemistry, School of Life Science and Engineering, Tsinghua University, Beijing 100084, China.

出版信息

Rapid Commun Mass Spectrom. 2004;18(10):1116-22. doi: 10.1002/rcm.1454.

DOI:10.1002/rcm.1454

PMID:15150836

Abstract

The mass spectral behavior of 2,3-dihydro-4H-1,3-oxazin-4-ones has been investigated using electrospray ionization multi-stage mass spectrometry (ESI-MS(n)). All compounds showed a predominant retro-Diels-Alder (RDA) fragmentation pathway, and a novel ring contraction reaction by loss of isocynates was also found. The fragmentation mechanisms proposed for 4H-1,3-oxazin-4-ones are supported by ESI-MS/MS/MS spectra.

摘要

利用电喷雾电离多级质谱法（ESI-MS(n)）研究了2,3-二氢-4H-1,3-恶嗪-4-酮的质谱行为。所有化合物均显示出主要的逆狄尔斯-阿尔德（RDA）裂解途径，并且还发现了一种通过异氰酸酯损失的新型环收缩反应。针对4H-1,3-恶嗪-4-酮提出的裂解机制得到了ESI-MS/MS/MS谱图的支持。