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Mild Metal‐Free Tandem α‐Alkylation/Cyclization of N‐Benzyl Carbamates with Simple Olefins

Identifieur interne : 000448 ( Main/Merge ); précédent : 000447; suivant : 000449

Mild Metal‐Free Tandem α‐Alkylation/Cyclization of N‐Benzyl Carbamates with Simple Olefins

Auteurs : Heinrich Richter [Allemagne] ; Roland Fröhlich [Allemagne] ; Constantin-Gabriel Daniliuc [Allemagne] ; Olga García Anche O [Allemagne]

Source :

RBID : ISTEX:63D81E80774264194570BE38205FD859E3B8B404

English descriptors

Abstract

Easy does it! The chemoselective oxidative α‐C(sp3)H alkylation/cyclization reaction of N‐benzyl carbamates using simple mono‐, di‐, and trisubstituted olefins provides functionalized N‐heterocycles such as oxazinones (see picture). 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.

Url:
DOI: 10.1002/anie.201202379

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ISTEX:63D81E80774264194570BE38205FD859E3B8B404

Le document en format XML

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<term>To</term>
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<front>
<div type="abstract" xml:lang="en">Easy does it! The chemoselective oxidative α‐C(sp3)H alkylation/cyclization reaction of N‐benzyl carbamates using simple mono‐, di‐, and trisubstituted olefins provides functionalized N‐heterocycles such as oxazinones (see picture). 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.</div>
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