One‐Pot Synthesis of  O ‐Allylhydroxylamines through the Organocatalytic Oxidation of Tertiary Allylic Amines Followed by a [2,3]‐Meisenheimer Rearrangement | Zendy

Theodorou Alexis | Zendy; Limnios Dimitris | Zendy; Kokotos Christoforos G. | Zendy

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One‐Pot Synthesis of O ‐Allylhydroxylamines through the Organocatalytic Oxidation of Tertiary Allylic Amines Followed by a [2,3]‐Meisenheimer Rearrangement

Author(s) -

Theodorou Alexis,

Limnios Dimitris,

Kokotos Christoforos G.

Publication year - 2015

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201406173

Subject(s) - allylic rearrangement , chemistry , amine gas treating , organic chemistry , combinatorial chemistry , catalysis , medicinal chemistry

A cheap, green, and highly efficient one‐pot method for the synthesis of O‐protected allylic alcohols is described. By utilizing 2,2,2‐trifluoroacetophenone as the organocatalyst and H 2 O 2 as the oxidant, a variety of allylic amine N ‐oxides were synthesized, which upon heating are converted to the final products through a [2,3]‐Meisenheimer rearrangement.

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