A Metal‐Free Route to 2‐Aminooxazoles by Taking Advantage of the Unique Ring Opening of Benzoxazoles and Oxadiazoles with Secondary Amines | Zendy

Joseph Jomy | Zendy; Kim Ji Young | Zendy; Chang Sukbok | Zendy

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A Metal‐Free Route to 2‐Aminooxazoles by Taking Advantage of the Unique Ring Opening of Benzoxazoles and Oxadiazoles with Secondary Amines

Author(s) -

Joseph Jomy,

Kim Ji Young,

Chang Sukbok

Publication year - 2011

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.201100910

Subject(s) - ring (chemistry) , amination , chemistry , combinatorial chemistry , pharmacophore , amine gas treating , stereochemistry , organic chemistry , catalysis

Toss an amine into the ring : A new metal‐free protocol for the amination of oxazoles has been developed by using iodobenzene diacetate to couple various oxazoles with amines (see scheme). The reaction proceeds through a ring‐opening and subsequent ring‐closing pathway. The optimal conditions are very mild and the substrate scope is broad, producing a range of 2‐aminooxazoles, an important pharmacophore with high bioactivity.

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