Arylsulfonylacetamides as bifunctional reagents for alkene aminoarylation

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Science  28 Sep 2018:
Vol. 361, Issue 6409, pp. 1369-1373
DOI: 10.1126/science.aat2117

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Arenes and amides from a single source

Pharmaceutical synthesis often requires the formation of adjacent carbon-carbon and carbon-nitrogen bonds. Monos et al. present a method that delivers the carbon and nitrogen components in a single reagent, specifically, an aryl ring tethered through sulfur dioxide to an amide. A light-activated catalyst primes an olefin to react with the nitrogen, which in turn leads to migration of the aryl ring and loss of the sulfur bridge. The efficient room-temperature process is applicable to a variety of different arenes, including heterocycles.

Science, this issue p. 1369