title: De Novo Assembly of Highly Substituted Morpholines and Piperazines.
abstract: The morpholine and piperazine with their remarkable physical and biochemical properties are popular heterocycles in organic and medicinal chemistry used in rational property design. However, in the majority of cases these rings are added to an existing molecule in a building block approach thus limiting their substitution pattern and diversity. Here we introduce a versatile de novo synthesis of the morpholine and piperazine rings using multicomponent reaction chemistry. The large scale amenable building blocks can be further substituted at up to four positions, making this a very versatile scaffold synthesis strategy. Our methods thus fulfill the increasing demand for novel building block design and nontraditional scaffolds which previously were not accessible.
authors.affiliation: University of Groningen , Department of Drug Design, Antonius Deusinglaan 1 9713 AV, Groningen, The Netherlands.
authors.forename: Pravin
authors.identifier: 0000-0002-0903-8174
authors.initials: P
authors.lastname: Patil
authors.affiliation: University of Groningen , Department of Drug Design, Antonius Deusinglaan 1 9713 AV, Groningen, The Netherlands.
authors.forename: Rudrakshula
authors.initials: R
authors.lastname: Madhavachary
authors.affiliation: Jagiellonian University , Faculty of Chemistry, Department of Crystal Chemistry and Crystal Physics, Biocrystallography Group, Ingardena 3, 30-060, Kraków, Poland.
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Kurpiewska
authors.affiliation: Jagiellonian University , Faculty of Chemistry, Department of Crystal Chemistry and Crystal Physics, Biocrystallography Group, Ingardena 3, 30-060, Kraków, Poland.
authors.forename: Justyna
authors.initials: J
authors.lastname: Kalinowska-Tłuścik
authors.affiliation: University of Groningen , Department of Drug Design, Antonius Deusinglaan 1 9713 AV, Groningen, The Netherlands.
authors.forename: Alexander
authors.identifier: 0000-0002-9923-8873
authors.initials: A
authors.lastname: Dömling
mesh_terms: D002626:Chemistry, Pharmaceutical; D015394:Molecular Structure; D009025:Morpholines / Q000737:chemistry*; D010879:Piperazines / Q000737:chemistry*
chemical_list: D009025:Morpholines; D010879:Piperazines