Palladium-catalyzed N-arylation of O-methylamidoximes

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

doi:10.1016/S0040-4039(02)00775-X

Palladium-catalyzed N-arylation of O-methylamidoximes

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

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

28 Scopus citations

Abstract

Pd-catalyzed coupling of O-methylbenzamidoximes gave N-aryl O-methylbenzamidoximes using aryl halides with electron attracting or moderate electron donating groups. Under the same conditions, benzamidoxime failed to undergo coupling and O-acetylbenzamidoxime underwent cyclization to form the corresponding [1,2,4]oxadiazole.

Original language	English (US)
Pages (from-to)	4221-4224
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	23
DOIs	https://doi.org/10.1016/S0040-4039(02)00775-X
State	Published - Jun 3 2002
Externally published	Yes

Keywords

Aryl halides
Coupling reactions
N-aryl O-methylbenzamidoximes
Pd-catalyst

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(02)00775-X

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title = "Palladium-catalyzed N-arylation of O-methylamidoximes",

abstract = "Pd-catalyzed coupling of O-methylbenzamidoximes gave N-aryl O-methylbenzamidoximes using aryl halides with electron attracting or moderate electron donating groups. Under the same conditions, benzamidoxime failed to undergo coupling and O-acetylbenzamidoxime underwent cyclization to form the corresponding [1,2,4]oxadiazole.",

keywords = "Aryl halides, Coupling reactions, N-aryl O-methylbenzamidoximes, Pd-catalyst",

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

note = "Funding Information: This work was supported by awards from NIH (Grants NIAID RO1AI 46365, RO1GM61587, R44 AI40518-02), Immtech International, Inc. and the Bill and Melinda Gates Foundation. ",

year = "2002",

month = jun,

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doi = "10.1016/S0040-4039(02)00775-X",

language = "English (US)",

volume = "43",

pages = "4221--4224",

journal = "Tetrahedron Letters",

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publisher = "Elsevier Limited",

number = "23",

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TY - JOUR

T1 - Palladium-catalyzed N-arylation of O-methylamidoximes

AU - Anbazhagan, Mariappan

AU - Stephens, Chad E.

AU - Boykin, David W.

N1 - Funding Information: This work was supported by awards from NIH (Grants NIAID RO1AI 46365, RO1GM61587, R44 AI40518-02), Immtech International, Inc. and the Bill and Melinda Gates Foundation.

PY - 2002/6/3

Y1 - 2002/6/3

N2 - Pd-catalyzed coupling of O-methylbenzamidoximes gave N-aryl O-methylbenzamidoximes using aryl halides with electron attracting or moderate electron donating groups. Under the same conditions, benzamidoxime failed to undergo coupling and O-acetylbenzamidoxime underwent cyclization to form the corresponding [1,2,4]oxadiazole.

AB - Pd-catalyzed coupling of O-methylbenzamidoximes gave N-aryl O-methylbenzamidoximes using aryl halides with electron attracting or moderate electron donating groups. Under the same conditions, benzamidoxime failed to undergo coupling and O-acetylbenzamidoxime underwent cyclization to form the corresponding [1,2,4]oxadiazole.

KW - Aryl halides

KW - Coupling reactions

KW - N-aryl O-methylbenzamidoximes

KW - Pd-catalyst

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U2 - 10.1016/S0040-4039(02)00775-X

DO - 10.1016/S0040-4039(02)00775-X

M3 - Article

AN - SCOPUS:0037013933

SN - 0040-4039

VL - 43

SP - 4221

EP - 4224

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 23

ER -

Palladium-catalyzed N-arylation of O-methylamidoximes

Abstract

Keywords

ASJC Scopus subject areas

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