title: Skeletal diverse synthesis of N-fused polycyclic heterocycles via the sequence of Ugi-type MCR and CuI-catalyzed coupling/tandem Pictet-Spengler reaction.
abstract: Several diversity-oriented syntheses of N-fused polycyclic heterocycles have been demonstrated but most of them are based on point diversity within the same library and usually involve time-consuming sequential multistep syntheses, which also suffer from low yields and/or poor precursor scopes. We have developed a new strategy for the syntheses of skeletal diverse N-fused polycyclic compounds via an Ugi-type MCR followed by a CuI-catalyzed coupling reaction or tandem Pictet-Spengler reaction. This two-step sequence provides eight distinct skeleton of fused {6-5-5-6}, {5-5-5-6}, {6-5-6-6}, and {5-5-6-6} ring systems that have applications in medicinal chemistry and chemical genetics too.
authors.affiliation: Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226 001, India.
authors.forename: Vikas
authors.initials: V
authors.lastname: Tyagi
authors.forename: Shahnawaz
authors.initials: S
authors.lastname: Khan
authors.forename: Vikas
authors.initials: V
authors.lastname: Bajpai
authors.forename: Harsh M
authors.initials: HM
authors.lastname: Gauniyal
authors.forename: Brijesh
authors.initials: B
authors.lastname: Kumar
authors.forename: Prem M S
authors.initials: PM
authors.lastname: Chauhan
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D003300:Copper / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D006571:Heterocyclic Compounds; D007454:Iodides; D011083:Polycyclic Compounds; D003300:Copper; C073870:cuprous iodide