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Direct Photocatalytic Synthesis of Medium-Sized Lactams by C-C Bond Cleavage.

A new interesting article has been published in Angew Chem Int Ed Engl. 2018 Oct 22;57(43):14225-14229. doi: 10.1002/anie.201808890. Epub 2018 Oct 2. and titled:

Direct Photocatalytic Synthesis of Medium-Sized Lactams by C-C Bond Cleavage.

Authors of this article are:

Wang N, Gu QS, Li ZL, Li Z, Guo YL, Guo Z, Liu XY.

A summary of the article is shown below:

Reported is a novel two-step ring-expansion strategy for expeditious synthesis of all ring sizes of synthetically challenging (hetero)aryl-fused medium-sized lactams from readily available 5-8-membered cyclic ketones. This step-economic approach features a remote radical (hetero)aryl migration from C to N under visible-light conditions. Broad substrate scope, good functional-group tolerance, high efficiency, and mild reaction conditions make this procedure very attractive. In addition, this method also provides expedient access to 13-15-membered macrolactams upon an additional one-step manipulation. Mechanistic studies indicate that the reaction involves an amidyl radical and is promoted by acid.

Check out the article’s website on Pubmed for more information:



This article is a good source of information and a good way to become familiar with topics such as:

heterocycles;ketones;medium-sized rings;photochemistry;radicals

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