Synlett 2015; 26(18): 2505-2511
DOI: 10.1055/s-0034-1381051
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© Georg Thieme Verlag Stuttgart · New York

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

William A. Nack
Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA   Email: Guc11@psu.edu
,
Gong Chen*
Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA   Email: Guc11@psu.edu
› Author Affiliations
Further Information

Publication History

Received: 27 May 2015

Accepted after revision: 16 June 2015

Publication Date:
04 September 2015 (online)


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 sp2 intramolecular dehydrogenative C–H amination reactions have been realized. While the corresponding amination reactions of sp3 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(sp2)–H Bonds

3 Intramolecular Aminations of C(sp3)–H Bonds

4 Conclusion

 
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