Journal
ORGANIC LETTERS
Volume 19, Issue 17, Pages 4696-4699Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02395
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Funding
- European Research Council (ERC) [306793 - CASAA]
- Max-Planck-Society
- Max-Planck-Institut fur Kohlenforschung
- Otto Rohm Gedachtnisstiftung
- Fonds der Chemischen Industrie
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Photocatalytic coupling of aldehydes and silicon amine protocol (SLAP) reagents enables the simple, scalable synthesis of substituted morpholines, oxazepanes, thiomorpholines, and thiazepanes under continuous flow conditions. Key to the success of this process is the combination of an inexpensive organic photocatalyst (TPP) and a Lewis acid additive, which form an amine radical cation that is easily reduced to complete the catalytic cycle. Di- and trisubstituted SLAP reagents are formed in one step by an iron-catalyzed aminoetherification of olefins.
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