Meurer Eduardo C, Cabrini Liliane G, Gozzo Fabio C, Eberlin Marcos N
ThoMSon Mass Spectrometry Laboratory, Institute of Chemistry, State University of Campinas, 13084-971 Campinas SP, Brazil.
J Mass Spectrom. 2006 Jun;41(6):735-40. doi: 10.1002/jms.1029.
Ion/molecule reactions of +CH2OCH2. with alpha-dicarbonyl compounds were performed via pentaquadrupole mass spectrometry. Besides the previously known [3+ + 2] 1,3-cycloaddition reaction that forms cyclic 1,3-dioxonium ions, an unprecedented reaction proceeding formally by [4 + 1+] cycloaddition of ionized methylene (CH2+.) to the alpha-dicarbonyl compounds occurs competitively, leading to the gas-phase synthesis of several ionized 2-unsubstituted 1,3-dioxoles. This novel cycloaddition reaction may therefore be added to the set of methods available for the synthesis of 1,3-dioxoles.
通过五极杆质谱法进行了 +CH2OCH2. 与α-二羰基化合物的离子/分子反应。除了先前已知的形成环状1,3-二氧鎓离子的[3 + 2] 1,3-环加成反应外，一种前所未有的反应也会竞争性发生，该反应形式上是通过离子化亚甲基（CH2+.) 与α-二羰基化合物的[4 + 1+]环加成进行的，从而导致几种离子化的2-未取代1,3-二氧戊环的气相合成。因此，这种新型环加成反应可能会被添加到可用于合成1,3-二氧戊环的方法中。
