Invention Grant
- Patent Title: Method for producing an arene with an aromatic C—N bond ortho to an aromatic C—O bond
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Application No.: US15255957Application Date: 2016-09-02
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Publication No.: US09856208B2Publication Date: 2018-01-02
- Inventor: Jean-Philip Lumb , Kenneth V. N. Esguerra
- Applicant: THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIVERSITY
- Applicant Address: CA Montreal
- Assignee: The Royal Institution for the advancement of Learning/McGill University
- Current Assignee: The Royal Institution for the advancement of Learning/McGill University
- Current Assignee Address: CA Montreal
- Agent Isabelle Pelletier
- Main IPC: C07C249/02
- IPC: C07C249/02 ; C07C213/08 ; C07C45/29 ; C07D265/36 ; C07D263/56 ; C07C46/08 ; C07F7/00 ; C07F7/08

Abstract:
A method for producing an arene with an aromatic C—N bond ortho to an aromatic C—O bond from a hydroxy arene comprising said aromatic C—O bond is provided. This method comprising the steps a) ortho-oxygenating the hydroxy arene to produce an ortho-quinone, b) condensating the ortho-quinone with a nitrogen nucleophile to generate a compound of Formula (IVa) or (IVb), and c) allowing 1,5-hydrogen atom shift of the compound of Formula (IVa) or (IVb), thereby producing arenes with a C—N bond ortho to a C—O bond of Formula (Va) and (Vb), respectively:
Public/Granted literature
- US20170066711A1 METHOD FOR PRODUCING AN ARENE WITH AN AROMATIC C-N BOND ORTHO TO AN AROMATIC C-O BOND Public/Granted day:2017-03-09
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