Regioselective cleavage of O-benzyl-N-arylamidoximes: Synthesis of N-aryl amidines and amidoximes

Mariappan Anbazhagan; David W. Boykin; Chad E. Stephens

doi:10.1016/S0040-4039(02)02289-X

Regioselective cleavage of O-benzyl-N-arylamidoximes: Synthesis of N-aryl amidines and amidoximes

Mariappan Anbazhagan, David W. Boykin, Chad E. Stephens

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

O-Benzyl-N-arylamidoximes have been regioselectively deprotected to provide either N-aryl amidines or amidoximes. As a result, the targeted compounds can now be prepared using palladium-catalyzed N-arylation chemistry.

Original language	English (US)
Pages (from-to)	9089-9092
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	50
DOIs	https://doi.org/10.1016/S0040-4039(02)02289-X
State	Published - Dec 9 2002
Externally published	Yes

Keywords

Amidines
Amidoximes
HBr/HOAc
O-benzylamidoximes
Pd/C/EtOH

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(02)02289-X

Cite this

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title = "Regioselective cleavage of O-benzyl-N-arylamidoximes: Synthesis of N-aryl amidines and amidoximes",

abstract = "O-Benzyl-N-arylamidoximes have been regioselectively deprotected to provide either N-aryl amidines or amidoximes. As a result, the targeted compounds can now be prepared using palladium-catalyzed N-arylation chemistry.",

keywords = "Amidines, Amidoximes, HBr/HOAc, O-benzylamidoximes, Pd/C/EtOH",

author = "Mariappan Anbazhagan and Boykin, {David W.} and Stephens, {Chad E.}",

note = "Funding Information: This work was supported by awards from NIH (Grants NIAID RO1AI 46365, RO1GM61587), the Bill and Melinda Gates Foundation, and Immtech International, Inc. Copyright: Copyright 2008 Elsevier B.V., All rights reserved.",

year = "2002",

month = dec,

day = "9",

doi = "10.1016/S0040-4039(02)02289-X",

language = "English (US)",

volume = "43",

pages = "9089--9092",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "50",

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TY - JOUR

T1 - Regioselective cleavage of O-benzyl-N-arylamidoximes

T2 - Synthesis of N-aryl amidines and amidoximes

AU - Anbazhagan, Mariappan

AU - Boykin, David W.

AU - Stephens, Chad E.

N1 - Funding Information: This work was supported by awards from NIH (Grants NIAID RO1AI 46365, RO1GM61587), the Bill and Melinda Gates Foundation, and Immtech International, Inc. Copyright: Copyright 2008 Elsevier B.V., All rights reserved.

PY - 2002/12/9

Y1 - 2002/12/9

N2 - O-Benzyl-N-arylamidoximes have been regioselectively deprotected to provide either N-aryl amidines or amidoximes. As a result, the targeted compounds can now be prepared using palladium-catalyzed N-arylation chemistry.

AB - O-Benzyl-N-arylamidoximes have been regioselectively deprotected to provide either N-aryl amidines or amidoximes. As a result, the targeted compounds can now be prepared using palladium-catalyzed N-arylation chemistry.

KW - Amidines

KW - Amidoximes

KW - HBr/HOAc

KW - O-benzylamidoximes

KW - Pd/C/EtOH

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U2 - 10.1016/S0040-4039(02)02289-X

DO - 10.1016/S0040-4039(02)02289-X

M3 - Article

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SN - 0040-4039

VL - 43

SP - 9089

EP - 9092

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Regioselective cleavage of O-benzyl-N-arylamidoximes: Synthesis of N-aryl amidines and amidoximes

Abstract

Keywords

ASJC Scopus subject areas

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