Lewis Base-Boryl Radicals Enabled the Desulfurizative Reduction and Annulation of Thioamides
A new protocol for radical transformations of thioamides promoted by Lewis base-boryl radicals is reported. The desulfurizative reduction to access organic amines was enabled utilizing 4-dimethylaminopyridine-BH3 as the boryl radical precursor and PhSH as the polarity reversal catalyst. Alternatively, the chain process for unsaturated thioamides was switched to an annulation reaction using N-heterocyclic carbene-BH3 as the boryl radical precursor and sterically bulky Ph3CSH as the catalyst, allowing for the construction of N-heterocyclic and carbocyclic skeletons.
Toward versatile methods leading to highly functionalized imidazo[1,2-a]pyridines
A convenient and general method of preparation of polyfunctionalized imidazo[1,2-a]pyridines is reported. This methodology involves activation of secondary amides leading to the formation of the corresponding amidines 9. Different activating reagents have
An improved amide coupling procedure for the synthesis of N-(pyridin-2-yl)amides
Dehydrative amide couplings with 2-pyridylamines suffer from variable yields. A mild and high-yielding synthesis of N-(pyridin-2-yl)amides employing 2-aminopyridine-N-oxides is presented as a solution.
Londregan, Allyn T.,Storer, Gregory,Wooten, Ceshea,Yang, Xiaojing,Warmus, Joseph
supporting information; experimental part
p. 1986 - 1988
(2009/07/05)
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