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AgOTf and TfOH co-catalyzed isoquinoline synthesis via redox reactions of O-alkyl oximes

Authors
Hwang, SoojinLee, YoungunLee, Phil HoShin, Seunghoon
Issue Date
May-2009
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Citation
TETRAHEDRON LETTERS, v.50, no.20, pp.2305 - 2308
Indexed
SCIE
SCOPUS
Journal Title
TETRAHEDRON LETTERS
Volume
50
Number
20
Start Page
2305
End Page
2308
URI
https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/176878
DOI
10.1016/j.tetlet.2009.02.144
ISSN
0040-4039
Abstract
Under AgOTf and Bronsted acid co-catalysis, O-alkyl o-alkynylbenzaldoxime derivatives undergo a cyclization-induced N-O cleavage to produce isoquinolines with the simultaneous oxidation of O-alkyl group. This redox-based method provides a general access to diverse isoquinoline-derived heterocycles that are simple, efficient, and tolerant of various functional groups from readily available and hydrolytically stable oxime precursors.
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