Skeletally Diverse Synthesis of Innovative [2,1-c]-1,4-Oxazepine and [1,4]-Quinoxaline Systems

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• 作者：Chia-Hsin Lee ; Wen-Chun Wu ; Prasad S. Dangate ; Li-Ching Shen ; Wen-Sheng Chung ; Chung-Ming Sun
• 刊名：ACS Combinatorial Science
• 出版年：2015
• 出版时间：October 12, 2015
• 年：2015
• 卷：17
• 期：10
• 页码：623-630
• 全文大小：484K
• ISSN：2156-8944

文摘

An efficient, innovative synthesis of [2,1-c]-1, 4-oxazepine and [1,4]-quinoxaline heterocycles along with the embodied pyrimido-pyrrolo motifs was established. Initially, the pyrrole ring was installed using microwave irradiation through an intramolecular base-catalyzed cyclization between acetyl bromomethyl pyrimidine dione and o-amino phenyl methanol or o-phenylenediamine methyl benzoates. Furthermore, oxazepine, and quinoxaline scaffolds were constructed by an acid-catalyzed condensation with a variety of aldehydes by an unconventional Pictet鈥揝pengler reaction strategy. An important aspect of this work is to build novel heterocyclic ring systems with potential medicinal interest.