4.8 Article

A General Method for Two-Step Transamidation of Secondary Amides Using Commercially Available, Air- and Moisture-Stable Palladium/NHC (N-Heterocyclic Carbene) Complexes

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ORGANIC LETTERS
卷 19, 期 8, 页码 2158-2161

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00796

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  1. Rutgers University
  2. NSF-MM grant [CHE-1229030]
  3. China Scholarship Council [201606350069]

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The first general method is reported for transamidation of secondary,carboxamides catalyzed by Pd-NHC (NHC = N-heterocyclic carbene) complexes. Commercially available, air- and moisture-stable (NHC)Pd(R-ally1)Cl complexes can effect C-N cross-coupling of a wide range of N-Boc and N-Ts amides, obtained selective amide N-functionaliiation, with non-hudeophilic anilines and stetically hindered amines in very good yields. The first use of versatile Pd-NHC complexes as catalysts is represented for transition metal -catalyzed C(acyl) N amination of amides by N C activation.

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