Merck
CN

KI-catalyzed imidation of sp3 C-H bond adjacent to amide nitrogen atom.

Organic & biomolecular chemistry (2012-09-06)
Zhi-Qi Lao, Wen-He Zhong, Qing-Hua Lou, Zhong-Jun Li, Xiang-Bao Meng
ABSTRACT

We have developed a new KI-catalyzed method for the imidation of an sp(3) C-H bond adjacent to an amide nitrogen atom by using TBHP (tert-butyl hydroperoxide, 70% aqueous solution) as the oxidant. This novel procedure tolerated air and moisture and provided a series of novel products in moderate to excellent yields under mild conditions.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Potassium iodide, puriss., meets analytical specification of Ph. Eur. BP, USP, 99.0-100.5% (calc. to the dried substance)
Sigma-Aldrich
Potassium iodide, Vetec, reagent grade
Sigma-Aldrich
Potassium iodide, ReagentPlus®, 99%
Sigma-Aldrich
Potassium iodide, ACS reagent, ≥99.0%
Sigma-Aldrich
Potassium iodide, BioXtra, ≥99.0%
Sigma-Aldrich
Potassium iodide, suitable for plant cell culture
Sigma-Aldrich
Gold etchant, standard
Sigma-Aldrich
Potassium iodide, puriss. p.a., reag. ISO, reag. Ph. Eur., ≥99.0%
Sigma-Aldrich
Potassium iodide, BioUltra, ≥99.5% (AT)
Sigma-Aldrich
Potassium iodide, tested according to Ph. Eur.
Sigma-Aldrich
Potassium iodide, AnhydroBeads, −10 mesh, 99.998% trace metals basis
Sigma-Aldrich
Potassium iodide, ≥99.99% trace metals basis