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1. Friedel--Crafts Amidoalkylation via Thermolysis and Oxidative Photocatalysis.

Author

Chunhui Dai, Meschini, Francesco, Narayanam, Jagan M. R., and Stephenson, Corey R. J.

Subjects
*ALKYLATION, *CHEMICAL reactions, *OXIDATION, *PHOTOCATALYSIS, *CARBON-carbon bonds
Abstract

Friedel--Crafts amidoalkylation was achieved by oxidation of dialkylamides using persulfate (S2O82-) in the presence of the visible light catalyst, Ru(bpy)3Cl2, at room temperature, via a reactive N-acyliminium intermediate. Alternatively, mild heating of the dialkylamides and persulfate afforded a metal and Lewis acid-free Friedel--Crafts amidoalkylation. Alcohols and electron-rich arenes served as effective nucleophiles, forming new C-O or C-C bonds. In general, photocatalysis provided higher yields and better selectivities. [ABSTRACT FROM AUTHOR]

Published
2012
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