Concepedia

Heterocycle Synthesis via Direct C–H/N–H Coupling

Enrico T. Nadres, Olafs Daugulis

Journal of the American Chemical Society · 2011 · 431 citations · 38 references

DOI

Concepts

Abstract

A method for five- and six-membered heterocycle formation by palladium-catalyzed C-H/N-H coupling is presented. The method employs a picolinamide directing group, PhI(OAc)(2) oxidant, and toluene solvent at 80-120 °C. Cyclization is effective for sp(2) as well as aliphatic and benzylic sp(3) C-H bonds.

References

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Highly Regioselective Arylation of sp<sup>3</sup> C−H Bonds Catalyzed by Palladium Acetate

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Auxiliary-Assisted Palladium-Catalyzed Arylation and Alkylation of sp<sup>2</sup> and sp<sup>3</sup> Carbon−Hydrogen Bonds

Dmitry Shabashov, Olafs Daugulis · Journal of the American Chemical Society · 2010 · 899 citations · Full text

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