A new route to pyrazolo[3,4-c] and [4,3-c]pyridinones via heterocyclization of vic-substituted hydroxamic acids of acetylenylpyrazoles

Abstract

We report in this paper the synthesis of 6-substituted pyrazolo[4,3-c] pyridin-4-ones, 6-substituted 5-hydroxypyrazolo[4,3-c]pyridin-6-ones, 5-substituted pyrazolo[3,4-c]pyridin-7-ones and 5-substituted 6-hydroxypyrazolo[3,4-c]pyridin-7-ones by heterocyclization of vic-acetylenylpyrazol-hydroxamic acids under the influence of copper(I) salt in dimethylformamide or with organic bases in butanol or methanol. Graphical Abstract

Original language	English
Pages (from-to)	11875-11878
Number of pages	4
Journal	Tetrahedron
Volume	60
Issue number	51
DOIs	https://doi.org/10.1016/j.tet.2004.09.104
Publication status	Published - 13 Dec 2004
Externally published	Yes

Keywords

Cross-coupling
Hetarylacetylenes
Heterocyclization
Hydroxamic acids
Pyrazolopyridines

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2004.09.104

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@article{bdfe4d09631f4698888a21ef9eaa9f70,

title = "A new route to pyrazolo[3,4-c] and [4,3-c]pyridinones via heterocyclization of vic-substituted hydroxamic acids of acetylenylpyrazoles",

abstract = "We report in this paper the synthesis of 6-substituted pyrazolo[4,3-c] pyridin-4-ones, 6-substituted 5-hydroxypyrazolo[4,3-c]pyridin-6-ones, 5-substituted pyrazolo[3,4-c]pyridin-7-ones and 5-substituted 6-hydroxypyrazolo[3,4-c]pyridin-7-ones by heterocyclization of vic-acetylenylpyrazol-hydroxamic acids under the influence of copper(I) salt in dimethylformamide or with organic bases in butanol or methanol. Graphical Abstract",

keywords = "Cross-coupling, Hetarylacetylenes, Heterocyclization, Hydroxamic acids, Pyrazolopyridines",

author = "Mshvidobadze, {Elena V.} and Vasilevsky, {Sergei F.} and Jose Elguero",

year = "2004",

month = dec,

day = "13",

doi = "10.1016/j.tet.2004.09.104",

language = "English",

volume = "60",

pages = "11875--11878",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "51",

}

TY - JOUR

T1 - A new route to pyrazolo[3,4-c] and [4,3-c]pyridinones via heterocyclization of vic-substituted hydroxamic acids of acetylenylpyrazoles

AU - Mshvidobadze, Elena V.

AU - Vasilevsky, Sergei F.

AU - Elguero, Jose

PY - 2004/12/13

Y1 - 2004/12/13

N2 - We report in this paper the synthesis of 6-substituted pyrazolo[4,3-c] pyridin-4-ones, 6-substituted 5-hydroxypyrazolo[4,3-c]pyridin-6-ones, 5-substituted pyrazolo[3,4-c]pyridin-7-ones and 5-substituted 6-hydroxypyrazolo[3,4-c]pyridin-7-ones by heterocyclization of vic-acetylenylpyrazol-hydroxamic acids under the influence of copper(I) salt in dimethylformamide or with organic bases in butanol or methanol. Graphical Abstract

AB - We report in this paper the synthesis of 6-substituted pyrazolo[4,3-c] pyridin-4-ones, 6-substituted 5-hydroxypyrazolo[4,3-c]pyridin-6-ones, 5-substituted pyrazolo[3,4-c]pyridin-7-ones and 5-substituted 6-hydroxypyrazolo[3,4-c]pyridin-7-ones by heterocyclization of vic-acetylenylpyrazol-hydroxamic acids under the influence of copper(I) salt in dimethylformamide or with organic bases in butanol or methanol. Graphical Abstract

KW - Cross-coupling

KW - Hetarylacetylenes

KW - Heterocyclization

KW - Hydroxamic acids

KW - Pyrazolopyridines

UR - http://www.scopus.com/inward/record.url?scp=8444247447&partnerID=8YFLogxK

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U2 - 10.1016/j.tet.2004.09.104

DO - 10.1016/j.tet.2004.09.104

M3 - Article

AN - SCOPUS:8444247447

VL - 60

SP - 11875

EP - 11878

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 51