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Photoinduced, copper-catalyzed coupling reaction

Fu, Gregory C. (2015) Photoinduced, copper-catalyzed coupling reaction. Abstracts of Papers of the American Chemical Society, 249 . BMGT-9. ISSN 0065-7727.

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The Ullmann reaction to form C- N bonds, first described over a century ago, is now a classic method in org. synthesis. During the time since its discovery, there had been no reports of a photoinduced variant. Instead, copper- mediated and coppercatalyzed processes have generally been effected with the aid of heat (e.g., at 60- 120 ° C) . Recently, we have established that a photoinduced Ullmann C- N arylation can proceed at a temp. as low as - 40 ° C. The reaction of an amine with an alkyl halide is a classic "textbook" approach to C- N bond construction. For efficient C- N bond formation, the electrophile should generally be a good substrate for an S_N2 reaction. A mild, transition metal- catalyzed N- alkylation that proceeds through a radical pathway for C- X cleavage has the potential to address important limitations of the classic S_N2 approach. In this lecture, recent efforts to address this challenge will be described.

Item Type:Article
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Fu, Gregory C.0000-0002-0927-680X
Additional Information:© 2015 American Chemical Society.
Record Number:CaltechAUTHORS:20150422-145402543
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Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:56888
Deposited By: Tony Diaz
Deposited On:22 Apr 2015 22:29
Last Modified:03 Oct 2019 08:18

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