123191-63-9Relevant academic research and scientific papers
Phosphonitrilic chloride as an efficient reagent for the synthesis of β-sultams
Zarei, Maaroof
, p. 1100 - 1102 (2013/03/13)
A novel and efficient route for the conversion of imines and sulfonic acids into β-sultams using phosphonitrilic chloride at room temperature in dry CH2Cl2 is described. Optimization of the conditions was performed. This method is ve
A simple and one-pot synthesis of β-sultams by using the vilsmeier reagent
Zarei, Maaroof,Jarrahpour, Aliasghar
, p. 438 - 441 (2013/06/05)
Mild and efficient one-pot synthesis of β-sultams with the Vilsmeier reagent proceeded in good to excellent yield. [2 + 2] Cycloaddition of imines with sulfenes (prepared in situ) afforded the corresponding cis-β-sultams. Optimization of solvents, molar ratio of reagents,and temperature was performed. Toxic and corrosive compounds have been avoided in this novel method.
Diverse reactions of sulfonyl chlorides and cyclic imines
Liu, Jing,Hou, Shili,Xu, Jiaxi
experimental part, p. 2377 - 2391 (2012/04/04)
Although alkanesulfonyl chlorides react with linear imines to give rise to β-sultam derivatives, in this study, they were reacted with various cyclic imines, including 1-pyrroline, oxazoline, 5,6-dihydro-4H-oxazines and thiazines, 4,5-dihydro-3H-benzo[c]azepine, and 3,4-dihydroisoquinoline, to produce diverse products instead of β-sultam derivatives. The results indicate that alkanesulfonyl chlorides react with cyclic imines to generate N-alkanesulfonyl cyclic iminium ions, which are attacked by nucleophiles, such as water and chloride anion, in the reaction systems, affording addition products. The iminium intermediates cannot undergo a ring closure to form β-sultam derivatives. Arenesulfonyl chlorides showed similar behavior when they reacted with cyclic imines. The scope and limitation of the reaction between sulfonyl chlorides and imines were investigated. Copyright Taylor & Francis Group, LLC.
