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Synthesis of 5-aryl-3,3′-bis-indolyl and bis-7-aza-indolyl methanone derivatives from 5-bromo-7-azaindoles <i>via</i> sequential methylenation using microwave irradiation, CAN oxidation, and Suzuki coupling reactions

Pavithra Elavarasan, Sathananthan Kannadasan, Ponnusamy Shanmugam

2022RSC Advances11 citationsDOIOpen Access PDF

Abstract

'-dimethyl-3,3'-bis-7-azaindolylmethanone derivatives in excellent yield. This resulted in methanone derivatives with halogen substitution at the aryl ring which when subjected to Suzuki coupling with aryl boronic acids furnished highly functionalized fluorescent biaryl derivatives. Plausible mechanisms, characterization including XRD, and evaluation of photophysical properties of the Suzuki coupled products are described.

Topics & Concepts

Suzuki reactionChemistryArylYield (engineering)Indole testBoronic acidCatalysisMicrowave irradiationMedicinal chemistryOrganic chemistryCombinatorial chemistryAlkylMaterials scienceMetallurgySynthesis of Indole DerivativesCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods
Synthesis of 5-aryl-3,3′-bis-indolyl and bis-7-aza-indolyl methanone derivatives from 5-bromo-7-azaindoles <i>via</i> sequential methylenation using microwave irradiation, CAN oxidation, and Suzuki coupling reactions | Litcius