Significant substitutions on 7-azaindoles have qualified it as privileged scaffolds in drug discovery.1Multi-aryl derivatives of 7-azaindoles have shown promising optical properties. Herein multi-aryl derivatives via Pd-catalyzed sequential arylation of 5-bromo-6-chloro-3-iodo-1-methyl-1H-pyrrolo[2,3-b] pyridine is shown . Four diverse aryl groups are installed in a chemo-selective fashion providing a general method to synthesize sterically encumbered compounds and extended 7-azaindoles in 48–95% yields. C-3, C-5, and C-6 arylation via Suzuki–Miyaura cross-coupling followed by direct C-2 arylation using a Pd catalyst and AgOTf as an additive are highlights of the present work.In addition, the tetra-aryl 7-azaindoles show significant aggregate induced emission profiles,therefore having potential in material sciences.3

Pd-Catalyzed Sequential Arylation of 7-Azaindoles and Aggregate Induced Emission Profiles of Tetra-aryl 7-azaindoles

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27th CRSI National Symposium in Chemistry

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