Total Synthesis of 5-(3-Indolyl)oxazole Natural Product via Gold-Catalyzed Intermolecular Alkyne Oxidation

吴运东,; 彭莎,; 欧阳跃军,; 钱鹏程,; 何卫民,; 向建南,

doi:10.6023/a1111101

Cited by 11 publications

(2 citation statements)

References 7 publications

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“…This chemistry was applied to the two-step synthesis of pimprinaphine from Boc-protected 3-trimethylsilylethynylindole. In 2012, W. He and J. Xiang expanded the scope of this chemistry with indole substrates . The scope of nitriles was expanded to include cyanamides by Rassadin and Kukushkin in 2015, which resulted in the formation of 2-aminooxazoles 32 (Scheme B) .…”

Section: Reactions Without Metal Oxidation State Changementioning

confidence: 99%

Homogeneous Gold-Catalyzed Oxidation Reactions

et al. 2021

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Homogeneous gold catalysis has experienced extraordinary development since the dawn of this millennium. Oxidative gold catalysis is a vibrant and fertile subfield and has over the years delivered a diverse array of versatile synthetic methods of exceptional value to synthetic practices. This review aims to cover this topic in a comprehensive manner. The discussions are organized by the mechanistic aspects of the metal oxidation states and further by the types of oxidants or oxidizing functional groups. Synthetic applications of oxidative gold catalysis are also discussed. CONTENTS 4.5. Oxidation of Sulfides and Other Functional Groups 9029 5. Conclusion and Outlook 9030 Author Information 9030 Corresponding Author 9030 Authors 9030 Author Contributions 9030 Notes 9030 Biographies 9030 Acknowledgments 9031 References 9031

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Section: Reactions Without Metal Oxidation State Changementioning

confidence: 99%

Homogeneous Gold-Catalyzed Oxidation Reactions

et al. 2021

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“…6 Given their biological significance and structural diversity, the assembly of 5-(3-indolyl)oxazoles has accordingly attracted substantial scientific interest as organic synthesis subjects. 7 Early methods to access these scaffolds mainly relied on intramolecular Robinson–Gabriel cyclizations 2 a ,8 or intermolecular cycloadditions 2 b ,9 of 3-acylindoles for the construction of oxazole rings. 10 In this regard, transition metal catalysed cross-coupling reactions of indole derivatives with their oxazole counterparts represent an alternative strategy for the synthesis of 5-(3-indolyl)oxazoles.…”

Section: Introductionmentioning

confidence: 99%