在机械化学条件下通过与磺酰亚胺酰胺的Biginelli型反应合成2,3-二氢-1,2,6-噻二嗪1-氧化物
2,3-Dihydro-1,2,6-thiadiazine 1-Oxides by Biginelli-Type Reactions with Sulfonimidamides under Mechanochemical Conditions.
作者信息
Krauskopf Felix, Truong Khai-Nghi, Rissanen Kari, Bolm Carsten
机构信息
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, D-52074 Aachen, Germany.
University of Jyvaskyla, Department of Chemistry, P.O. Box 35, Survontie 9B, FI-40014 Jyväskylä, Finland.
出版信息
Org Lett. 2021 Apr 2;23(7):2699-2703. doi: 10.1021/acs.orglett.1c00596. Epub 2021 Mar 19.
Biginelli-type multicomponent reactions (MCRs) with H-free sulfonimidamides provide 2,3-dihydro-1,2,6-thiadiazine 1-oxides in high yields. The couplings are performed in a planetary ball mill under solvent-free mechanochemical conditions. Acetic acid or ytterbium triflate are used as catalysts. A representative product was characterized by X-ray single crystal structure analysis revealing molecular details of the highly functionalized three-dimensional heterocycle. Further product modifications lead to additional structural scaffolds.
使用无氢磺酰亚胺的Biginelli型多组分反应（MCRs）能高产率地提供2,3-二氢-1,2,6-噻二嗪1-氧化物。该偶联反应在行星式球磨机中于无溶剂机械化学条件下进行。使用乙酸或三氟甲磺酸镱作为催化剂。通过X射线单晶结构分析对一种代表性产物进行了表征，揭示了这种高度官能化的三维杂环的分子细节。进一步的产物修饰产生了其他结构支架。
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