Publication | Closed Access
Mild Metal‐Free Tandem α‐Alkylation/Cyclization of<i>N</i>‐Benzyl Carbamates with Simple Olefins
118
Citations
26
References
2012
Year
Simple OlefinsTempo Oxoammonium SaltLow TemperaturesEngineeringAlkene MetathesisNatural SciencesDiversity-oriented SynthesisOrganic ChemistryAlkylation/cyclization ReactionCatalysisOrganometallic CatalysisChemistryHeterocycle ChemistryBiomolecular Engineering
Easy does it! The chemoselective oxidative α-C(sp(3))-H alkylation/cyclization reaction of N-benzyl carbamates using simple mono-, di-, and trisubstituted olefins provides functionalized N-heterocycles such as oxazinones. A TEMPO oxoammonium salt serves as the oxidant, making it possible to carry out the reaction at low temperatures. Neither a metal catalyst nor preactivation in the α-position to the nitrogen group are needed.
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