Year: 2026
Type: article
Abstract: A modular strategy involving the use of tertiary amines as templates to build multiple carbon–carbon bonds via reductive cyclization and deaminative contraction steps enables the scalable synthesis of (di)aza[5]helicenes and (di)aza[6]helicenes. The methods permit the rapid and gram-scale assembly of pyridyl-containing biaryl-linked dihydro-azepines as key intermediates that are advanced using a developed deaminative contraction reaction to access N-atom positional isomers of pyrido[5] and [6]helicenes. A telescoped synthesis that foregoes the purification of biaryl-linked dihydroazepines intermediates demonstrates expedited access to (±)-1-aza[6]helicene, a resolvable helicene valued for its circularly polarized luminescence properties.
Source: Organic Letters
Institution: University of Utah
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: bronze
Awards: G240070796, EXTRAMURAL RESEARCH FACILITIES CONSTRUCTION, G369619004, G3939771363, G4289834454, REU Site: Experimental and Computational Modeling of Materials and Biomolecular Systems, G6360378179, Pd-Catalyzed Olefin Functionalization Reactions for Organic Synthesis, G6927350872, A 500MHz NMR Spectrometer with Automation, X-ray Diffraction System, G8726740034, Transforming Amines into Complex Polycyclic Molecules and Bioactive Natural Products
OpenAlex ID: W7124591037