Metal-free synthesis of selenoesters directly from carboxylic acids using bifunctional selenoureas under batch and continuous-flow conditions
Mouzma Mhate, Chandra Sekhara Mahanta, Devendra K. Dhaked, V. Ravichandiran, Sharada Prasanna Swain
Abstract
A new metal-free method for the synthesis of selenoesters directly from carboxylic acids in a flow reactor is reported. The carboxylic acids, Michael acceptors, and bifunctional selenoureas (source of selenium and nucleophile, activator of carbonyl group) were reacted to obtain selenoesters (up to 70% yield). An evidence-backed plausible mechanism is also presented.
Topics & Concepts
BifunctionalChemistryNucleophileContinuous flowYield (engineering)Carboxylic acidMetalSeleniumNucleophilic additionOrganic chemistryCombinatorial chemistryCatalysisMaterials scienceMechanicsPhysicsMetallurgyOrganoselenium and organotellurium chemistrySulfur-Based Synthesis TechniquesOrganic and Inorganic Chemical Reactions