Applications of ortho-phenylisonitrile and ortho-N-Boc aniline for the two-step preparation of novel bis-heterocyclic chemotypes

作者：Xu Zhigang; Shaw Arthur Y; Nichol Gary S; Cappelli Alexandra P; Hulme Christopher^*

来源：Molecular Diversity, 2012, 16(3): 607-612.

DOI：10.1007/s11030-012-9374-1

• Multi-component reactions (MCRs)
• Benzimidazole-quinoxalines
• Dihydroquinoxalinone
• Bis-benzimidazoles

Concise routes to five pharmacologically relevant bis-heterocyclic scaffolds are described. Significant molecular complexity is generated in a mere two synthetic operations enabling access to each scaffold. Routes are often improved by microwave irradiation and all utilize isocyanide-based multi-component reaction methods to incorporate the required diversity elements. Common reagents in all initial condensation reactions include 2-(N-Boc-amino)-phenyl-isocyanide 1, mono-Boc-phenylenediamine 2 and ethyl glyoxalate 3.

• 出版日期2012-8