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Silver-Catalyzed Markovnikov Addition Hydrofunctionalization of Terminal Alkynes: Synthesis of N-Enoxyimides and Oximes
Organic Letters ( IF 4.9 ) Pub Date : 2024-12-16 , DOI: 10.1021/acs.orglett.4c04180 Hafiz Noor, Shuwei Zhang, Xiaodong Jia, Pan Gao, Yu Yuan
Organic Letters ( IF 4.9 ) Pub Date : 2024-12-16 , DOI: 10.1021/acs.orglett.4c04180 Hafiz Noor, Shuwei Zhang, Xiaodong Jia, Pan Gao, Yu Yuan
N-Enoxyimides are versatile and valuable synthetic synthons in modern organic synthesis and catalysis. Herein, a silver-catalyzed hydrooxyimidation of terminal alkynes that enables the synthesis of N-enoxyimides, has been demonstrated. The protocol features are simple, step- and atom-efficient, scalable, and exhibit a broad scope of functional group tolerance under mild conditions. A novel hydrolysis of the N-enoxyimides unexpectedly provides the corresponding aromatic oximes in 96% yield, showing the potential application of this strategy.
中文翻译:
银催化的 Markovnikov 加成末端炔烃的氢功能化:N-烯氧酰亚胺和肟的合成
N-烯氧酰亚胺是现代有机合成和催化中用途广泛且有价值的合成合成子。在此,已经证明了一种银催化的末端炔烃氢氧酰亚胺化反应,能够合成 N-烯氧酰亚胺。该方案的特点简单、步骤和原子高效、可扩展,并且在温和条件下表现出广泛的官能团耐受性。N-烯氧酰亚胺的新型水解出乎意料地以 96% 的产率提供了相应的芳香族肟,显示了该策略的潜在应用。
更新日期:2024-12-17
中文翻译:
银催化的 Markovnikov 加成末端炔烃的氢功能化:N-烯氧酰亚胺和肟的合成
N-烯氧酰亚胺是现代有机合成和催化中用途广泛且有价值的合成合成子。在此,已经证明了一种银催化的末端炔烃氢氧酰亚胺化反应,能够合成 N-烯氧酰亚胺。该方案的特点简单、步骤和原子高效、可扩展,并且在温和条件下表现出广泛的官能团耐受性。N-烯氧酰亚胺的新型水解出乎意料地以 96% 的产率提供了相应的芳香族肟,显示了该策略的潜在应用。