Journal article icon

Journal article

Oxidative synthesis of benzo[1,4]oxazines from α-branched primary amines and ortho-benzoquinones

Abstract:
The efficient oxidative construction of benzo[1,4]oxazines from simple α-branched amines and ortho-benzoquinones is reported. The procedure pivots on a triethylamine and iodine mediated oxidative ring closure from the ketimine intermediate formed upon their condensation. This reaction was shown to tolerate a variety of α-branched benzylamines and downstream derivatization to substituted benzomorpholine structures was also demonstrated.
Publication status:
Published
Peer review status:
Peer reviewed

Actions


Access Document


Files:
Publisher copy:
10.1016/j.tet.2019.130726

Authors


More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
ORCID:
0000-0001-6997-184X
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Oxford college:
Wadham College
Role:
Author
More from this funder
Name:
Leverhulme Trust
Grant:
RPG-2017-069
Publisher:
Elsevier
Journal:
Tetrahedron More from this journal
Volume:
75
Issue:
90
Article number:
130726
Publication date:
2019-10-24
Acceptance date:
2019-10-19
DOI:
EISSN:
1464-5416
ISSN:
0040-4020
Language:
English
Keywords:
Pubs id:
pubs:1071379
UUID:
uuid:1ac12d20-06f4-49e5-97d4-cc138bac9c8d
Local pid:
pubs:1071379
Source identifiers:
1071379
Deposit date:
2019-11-22

Terms of use


Views and Downloads






If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP