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Room-Temperature Palladium-Catalyzed C[BOND]H Activation: ortho-Carbonylation of Aniline Derivatives

Authors


  • We thank the EPSRC (GR/R02382 and E061575) and AstraZeneca for support, the joint EPSRC/AstraZeneca/GlaxoSmithKline/Pfizer Organic Studentship Initiative, and Dr. M. Haddow for X-ray crystallography. G.C.L.-J. holds a Royal Society Wolfson Merit Award.

Abstract

Pd and CO—ureally got me! The title reaction proceeds efficiently at 18 °C under CO (1 atm) with 5 % [Pd(OTs)2(MeCN)2] as precatalyst. Depending on the solvents used, either anthranilates or cyclic imides can be obtained in high yields (see picture, BQ=benzoquinone, Ts=4-toluenesulfonyl).

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