4.7 Article

Indolizine Synthesis through Annulation of Pyridinium 1,4-Thiolates and Copper Carbenes: A Predictive Catalysis Approach

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ADVANCED SYNTHESIS & CATALYSIS
卷 365, 期 5, 页码 760-766

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202201277

关键词

Predictive catalysis; Carbene; Copper; DFT; Indolizine

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Predictive catalysis was used to study the reaction between pyridinium 1,4-zwitterionic thiolates and a copper carbene. Theoretical calculations were performed to assess the suitability of their annulation reaction and predict the performance of different copper salts, diazo species, and pyridinium derivatives. The experimental conditions were optimized based on these calculations, the scope of the reaction was evaluated, and the accuracy of the predictions was assessed. Indolizine scaffolds were synthesized with yields up to 90% in the reactivity of pyridinium 1,4-zwitterionic thiolates with a metal carbene.
Predictive catalysis was applied to the reaction of pyridinium 1,4-zwitterionic thiolates with a copper carbene. Theoretical calculations were first performed to determine the suitability of their annulation reaction and to make predictions about the performance of different copper salts, diazo species, and pyridinium derivatives. With calculations in hand, the experimental conditions were optimized, the scope of the reaction was assessed, and the precision of the predictions was evaluated. Yields up to 90% were obtained for the synthesis of indolizine scaffolds in the reactivity of pyridinium 1,4-zwitterionic thiolates with a metal carbene.

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