title: Applications of ortho-phenylisonitrile and ortho-N-Boc aniline for the two-step preparation of novel bis-heterocyclic chemotypes.
abstract: 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.
authors.affiliation: College of Pharmacy, The University of Arizona, BIO5 Oro Valley, Oro Valley, AZ 85737, USA.
authors.forename: Zhigang
authors.initials: Z
authors.lastname: Xu
authors.forename: Arthur Y
authors.initials: AY
authors.lastname: Shaw
authors.forename: Gary S
authors.initials: GS
authors.lastname: Nichol
authors.forename: Alexandra P
authors.initials: AP
authors.lastname: Cappelli
authors.forename: Christopher
authors.initials: C
authors.lastname: Hulme
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry*; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D009570:Nitriles / Q000737:chemistry*
chemical_list: D000814:Aniline Compounds; D006571:Heterocyclic Compounds; D009570:Nitriles; C023650:aniline