Pseudo-4-component photoredox-catalyzed alkylative amidination/carbamoylation of styrenes with isocyanides and redox-active esters†

Alexandre Simon , Virgile Rouffeteau , Camilla Acconcia , Sylvestre P. J. T. Bachollet , Jérémy Forté , Mariateresa Giustiniano , Laurence Grimaud , Maxime R. Vitale
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Abstract

We report a photoredox-catalyzed pseudo-four-component process for the alkylative amidination of styrenes using isocyanides and redox-active esters (RAEs). This redox-neutral radical-polar crossover reaction shows broad functional group tolerance. The RAE serves as both a radical and nucleophile source, with the initially released phthalimide anion reintegrated into the final product. The resulting amidines can be readily derivatized into amides, tetrazoles, nitriles, or aldehydes, enhancing the synthetic utility of this approach.
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准四组分光氧化还原催化苯乙烯与异氰酸酯和氧化还原活性酯的烷基酰胺化/氨基甲酰化
我们报道了用异氰酸酯和氧化还原活性酯(RAEs)光氧化还原催化苯乙烯烷基化酰胺化的伪四组分工艺。这种氧化还原-中性自由基-极性交叉反应具有广泛的官能团耐受性。RAE作为自由基和亲核源,最初释放的邻苯二胺阴离子重新整合到最终产物中。所得到的脒可以很容易地衍生成酰胺、四唑、腈或醛,从而提高了该方法的合成实用性
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