Aliphatic azo compounds as programmable nitrogen donors in alkyne-mediated.
Universidad de Alcalá, Departamento de Química Orgánica y Química Inorgánica.
Keywords: Aliphatic azo compounds; Azo-alkyne cycloadditions; Heterocycle synthesis; Nitrogen donors; Nitrogen transfer; Pyrazoles; Pyrroles
Abstract
Nitrogen-containing heterocycles constitute the core of many approved drugs and
Divergent heterocycle synthesis enabled by switchable reaction of azobenzenes with alkynes.
Resumen
Azobenzenes are long-standing photochromic switches now emerging as synthetic reagents.Their reactions with alkynes enable efficient access to diverse nitrogen heterocycles.Distinct activation modes (metal, photoredox, thermal) dictate divergent reaction pathways.Mechanistic studies reveal complementary polar and radical manifolds.This reactivity opens new opportunities in drug discovery and molecular materials.
Selective synthesis of 4,5-dihydropyrenes by a Brønsted acid-catalyzed.
Universidad de Alcalá (IRYCIS). Departamento de Química Orgánica y Química.
Abstract
A metal-free Brønsted acid-catalyzed cascade cyclization enables the selective
Publications > García-García et al
Synthesis of Multisubstituted Pyridines by Heterocyclization of TosMIC Derivatives: Total Synthesis of Caerulomycins A and K.
Departamento de Química Orgánica y Química Inorgánica, Instituto de Investigación Química "Andrés M. del Río" (IQAR), Universidad de Alcalá, IRYCIS, 28805 Alcalá de Henares, Madrid, Spain.
Abstract
A concise synthesis of multisubstituted pyridines from α-allylic TosMIC derivatives and electrophiles is reported. The process involves a tandem heterocyclization exploiting the dual reactivity of the isocyanide group. The methodology tolerates various electrophiles, including halogen sources, and proceeds under mild conditions. Its utility is showcased in the total synthesis of caerulomycins A and K, in only five steps from TosMIC.