1267640-39-0Relevant academic research and scientific papers
Strained cyclophane macrocycles: Impact of progressive ring size reduction on synthesis and structure
Bogdan, Andrew R.,Jerome, Steven V.,Houk,James, Keith
, p. 2127 - 2138 (2012/03/10)
The synthesis, X-ray crystal structures, and calculated strain energies are reported for a homologous series of 11- to 14-membered drug-like cyclophane macrocycles, representing an unusual region of chemical space that can be difficult to access synthetic
CuAAC macrocyclization: High intramolecular selectivity through the use of copper-tris(triazole) ligand complexes
Chouhan, Gagan,James, Keith
, p. 2754 - 2757 (2011/06/26)
A range of multivalent heteroaryl ligands, copper sources, and solvent systems have been investigated for use in CuAAC-mediated macrocyclization reactions. These studies have revealed the key factors governing selectivity for macrocyclization versus dimerization and identified a simple but specific set of reaction conditions capable of efficiently generating a diverse series of drug-like macrocycles at modest dilution in up to 95% yield.
Synthesis of 5-iodo-1,2,3-triazole-containing macrocycles using copper flow reactor technology
Bogdan, Andrew R.,James, Keith
, p. 4060 - 4063 (2011/09/21)
A new macrocyclization strategy to synthesize 12- to 31-membered 5-iodo-1,2,3-triazole-containing macrocycles is described. The macrocycles have been generated using a simple and efficient copper-catalyzed cycloaddition in flow under environmentally frien
Efficient access to new chemical space through flow-construction of druglike macrocycles through copper-surface-catalyzed azide-alkyne cycloaddition reactions
Bogdan, Andrew R.,James, Keith
, p. 14506 - 14512 (2011/03/20)
A series of 12- to 22-membered macrocycles, with druglike functionality and properties, have been generated by using a simple and efficient copper-catalyzed azide-acetylene cycloaddition reaction, conducted in flow in high-temperature copper tubing, under
