A practical and efficient catalytic system comprising CuI and DMAP has been developed for the oxidative homo-and heterocoupling of terminal alkynes under aerobic conditions at room temperature. The catalytic utility of DMAP for efficient oxidative coupling of terminal alkynes has been explored. The CuI-DMAP catalytic system avoids the need for excess base and specialized ligands in oxidative coupling. Short reaction times make this approach economical and environmentally friendly.
<p>Highly chemo- and regio-selective C–H bond functionalization of unactivated arenes with propargyl <i>α</i>-aryl-<i>α</i>-diazoacetates is developed using scandium catalysis. Variety of unactivated, mildly deactivated and electronically activated arenes are functionalized using this protocol. We have explored the novel combination of scandium triflate and propargyl <i>α</i>-aryl-<i>α</i>-diazoacetate as catalyst-reagent system for the effective C–H bond functionalization. The protocol avoids the use of expensive catalysts and practicality of the protocol has been demonstrated by the gram scale synthesis of very useful <i>α</i>-diarylacetates including antispasmodic drug-adephenine.</p>
Highly chemo-and regio-selective C−H bond functionalization of unactivated arenes with propargyl α-aryl-αdiazoacetates has been developed using scandium catalysis. A variety of unactivated, mildly deactivated, and electronically activated arenes have been functionalized using this protocol. The synergistic combination of scandium triflate as a catalyst and propargyl α-aryl-α-diazoacetate as a reagent played a pivotal role in the effective C−H bond functionalization of arenes without the assistance of any directing group or ligand. The practicality of the protocol has been demonstrated by the gram-scale synthesis of very useful α,α-diarylacetates including antispasmodic drug-adiphenine. Based on the experimental observations, labeling experiment, and density functional theory calculations, a plausible reaction mechanism has been outlined.
<p>Highly chemo- and regio-selective C–H bond functionalization of unactivated arenes with propargyl <i>α</i>-aryl-<i>α</i>-diazoacetates is developed using scandium catalysis. Variety of unactivated, mildly deactivated and electronically activated arenes are functionalized using this protocol. We have explored the novel combination of scandium triflate and propargyl <i>α</i>-aryl-<i>α</i>-diazoacetate as catalyst-reagent system for the effective C–H bond functionalization. The protocol avoids the use of expensive catalysts and practicality of the protocol has been demonstrated by the gram scale synthesis of very useful <i>α</i>-diarylacetates including antispasmodic drug-adephenine.</p>
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