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Synlett 2014; 25(09): 1191-1196
DOI: 10.1055/s-0033-1340738
DOI: 10.1055/s-0033-1340738
synpacts
Organic Photoredox Catalysis as a General Strategy for Anti-Markovnikov Alkene Hydrofunctionalization
Further Information
Publication History
Received: 02 December 2013
Accepted after revision: 13 January 2014
Publication Date:
05 March 2014 (online)
![](https://www.thieme-connect.de/media/synlett/201409/lookinside/thumbnails/10.1055-s-0033-1340738-1.jpg)
Abstract
The development of a general catalyst system for the direct anti-Markovnikov hydrofunctionalization of alkenes is presented. A unique catalyst system comprised of an acridinium photooxidant and a hydrogen atom transfer reagent allows for a range of alkene anti-Markovnikov hydrofunctionalization reactions including hydroalkoxylation, hydroamination, and hydroacetoxylation.
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References and Notes
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For hydrofunctionalizations using alkene cation-radical surrogates, see:
Several reviews have been written on transition-metal photoredox catalysis, see:
Such lifetimes tend to be on the order of nanoseconds; specific values can be found in the following references:
The existence of an exceedingly long-lived charge transfer state for 8 has been a matter of some contention. For a full perspective of this debate, see:
Regardless of their photophysical properties, acridinium-derived photocatalysts have proven useful as photooxidants capable of the catalysis of a multitude of organic transfor-mations. For examples, see: