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Syntheses of Nitrogen-Containing Heterocycles via Palladium-Catalyzed Intramolecular Dehydrogenative C–H Amination

Gong Chen, William A. Nack

Open publisher page 34 citations

Abstract

This article traces the development of catalytic, intramolecular dehydrogenative C–H amination (IDCA) reactions. Over the last 10 years, effective syntheses of carbazoles, indolines and oxindoles via palladium-catalyzed sp 2 intramolecular dehydrogenative C–H amination reactions have been realized. While the corresponding amination reactions of sp 3 C–H bonds are more challenging, syntheses of pyrrolidines, azetidines, β-lactams and even aziridines via this manifold have been reported. 1 Introduction 2 Intramolecular Aminations of C(sp 2 )–H Bonds 3 Intramolecular Aminations of C(sp 3 )–H Bonds 4 Conclusion

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What this paper is about

This article traces the development of catalytic, intramolecular dehydrogenative C–H amination (IDCA) reactions. Over the last 10 years, effective syntheses of carbazoles, indolines and oxindoles via palladium-catalyzed sp 2 intramolecular dehydrogenative C–H amination reactions have been realized. While the corresponding amination reactions of sp 3 C–H bonds are more challenging, syntheses of pyrrolidines, azetidines, β-lactams and even aziridines via this manifold have been reported. 1 Introduction 2 Intramolecular Aminations of C(sp 2 )–H Bonds 3 Intramolecular Aminations of C(sp 3 )–H Bonds 4 Conclusion

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Available abstract

This article traces the development of catalytic, intramolecular dehydrogenative C–H amination (IDCA) reactions. Over the last 10 years, effective syntheses of carbazoles, indolines and oxindoles via palladium-catalyzed sp 2 intramolecular dehydrogenative C–H amination reactions have been realized. While the corresponding amination reactions of sp 3 C–H bonds are more challenging, syntheses of pyrrolidines, azetidines, β-lactams and even aziridines via this manifold have been reported. 1 Introduction 2 Intramolecular Aminations of C(sp 2 )–H Bonds 3 Intramolecular Aminations of C(sp 3 )–H Bonds 4 Conclusion

Key concepts: Intramolecular force, Amination, Chemistry, Palladium, Catalysis, Medicinal chemistry, Intramolecular reaction, Stereochemistry

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