Competing amination and C–H arylation pathways in Pd/xantphos-catalyzed transformations of binaphthyl triflates: switchable routes to chiral amines and helicene derivatives

Author:

Ruch Aaron A.1234,Handa Sachin1564,Kong Fanji1234,Nesterov Vladimir N.1234,Pahls Dale R.1234,Cundari Thomas R.1234,Slaughter LeGrande M.1234

Affiliation:

1. Department of Chemistry

2. University of North Texas

3. Denton

4. USA

5. Oklahoma State University Stillwater

6. Oklahoma

Abstract

A Pd(OAc)2/xantphos catalyst system can be tuned to promote either amination or C–H arylation of hindered binaphthyl 2-triflates, with xantphos's hemilability playing a key role.

Funder

National Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference194 articles.

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2. J. F. Hartwig , in Handbook of Organopalladium Chemistry for Organic Synthesis, ed. E. Negishi, Wiley-Interscience, New York, 2002, pp. 1051–1096

3. L. Jiang and S. L.Buchwald, in Metal-Catalyzed Cross-Coupling Reactions, ed. A. De Meijere and F. Diederich, Wiley-VCH, Weinheim, 2004, pp. 699–760

4. Palladium-Catalyzed CN and CO Coupling-A Practical Guide from an Industrial Vantage Point†

5. Recent Applications of Palladium-Catalyzed Coupling Reactions in the Pharmaceutical, Agrochemical, and Fine Chemical Industries

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