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Letter

Palladium-Catalyzed Intermolecular Coupling of Aryl Halides and Amides

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Jingjun Yin and Stephen L. Buchwald*

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139

Org. Lett., 2000, 2 (8), pp 1101–1104

DOI: 10.1021/ol005654r

Publication Date (Web): March 22, 2000

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, sbuchwal@mit.edu

Abstract

The first general intermolecular C−N bond-forming reactions between aryl halides and amides were realized using a palladium catalyst with Xantphos as the ligand. Aryl triflates, carbamates, and sulfonamides are also viable substrates for the amidations, which proceed at 45−110 °C with 1−4 mol % of Pd catalyst in 66−99% yields and exhibit good functional group compatibility.

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Published In Issue April 20, 2000
Received February 11, 2000

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Letter

Palladium-Catalyzed Intermolecular Coupling of Aryl Halides and Amides

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Pd-Catalyzed Intermolecular Amidation of Aryl Halides: The Discovery that Xantphos Can Be Trans-Chelating in a Palladium Complex

A General and Efficient Copper Catalyst for the Amidation of Aryl Halides

Expanding Pd-Catalyzed C−N Bond-Forming Processes: The First Amidation of Aryl Sulfonates, Aqueous Amination, and Complementarity with Cu-Catalyzed Reactions

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