Cyclization cascade of hydrazono Ugi adducts towards pyrazoles

Asma Agrebi; Fatma Allouche; Fakher Chabchoub; Laurent El Kaïm

doi:10.1002/ejoc.201300787

Cyclization cascade of hydrazono Ugi adducts towards pyrazoles

Asma Agrebi
, Fatma Allouche
, Fakher Chabchoub
, Laurent El Kaïm

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

Abstract

Acidic hydrolysis of Ugi adducts formed from α-hydrazonocarboxylic acids and aminoacetaldehyde dimethyl acetal leads to the fragmentation of aminoacetaldehyde residues with final formation of pyrazoles. An aldol-type reaction of the hydrazone is proposed as the key step of the cascade. Acidic hydrolysis of Ugi adducts formed from α-hydrazonocarboxylic acids and aminoacetaldehyde dimethyl acetal leads to the fragmentation of aminoacetaldehyde residues with final formation of pyrazoles. An aldol-type reaction of the hydrazone is proposed as the key step of the cascade.

Original language	English
Pages (from-to)	5805-5808
Number of pages	4
Journal	European Journal of Organic Chemistry
Issue number	26
DOIs	https://doi.org/10.1002/ejoc.201300787
Publication status	Published - 1 Sept 2013
Externally published	Yes

Keywords

Domino reactions
Hydrazones
Hydrolysis
Multicomponent reactions
Nitrogen heterocycles

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10.1002/ejoc.201300787

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title = "Cyclization cascade of hydrazono Ugi adducts towards pyrazoles",

abstract = "Acidic hydrolysis of Ugi adducts formed from α-hydrazonocarboxylic acids and aminoacetaldehyde dimethyl acetal leads to the fragmentation of aminoacetaldehyde residues with final formation of pyrazoles. An aldol-type reaction of the hydrazone is proposed as the key step of the cascade. Acidic hydrolysis of Ugi adducts formed from α-hydrazonocarboxylic acids and aminoacetaldehyde dimethyl acetal leads to the fragmentation of aminoacetaldehyde residues with final formation of pyrazoles. An aldol-type reaction of the hydrazone is proposed as the key step of the cascade.",

keywords = "Domino reactions, Hydrazones, Hydrolysis, Multicomponent reactions, Nitrogen heterocycles",

author = "Asma Agrebi and Fatma Allouche and Fakher Chabchoub and \{El Ka{\"i}m\}, Laurent",

year = "2013",

month = sep,

day = "1",

doi = "10.1002/ejoc.201300787",

language = "English",

pages = "5805--5808",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

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T1 - Cyclization cascade of hydrazono Ugi adducts towards pyrazoles

AU - Agrebi, Asma

AU - Allouche, Fatma

AU - Chabchoub, Fakher

AU - El Kaïm, Laurent

PY - 2013/9/1

Y1 - 2013/9/1

N2 - Acidic hydrolysis of Ugi adducts formed from α-hydrazonocarboxylic acids and aminoacetaldehyde dimethyl acetal leads to the fragmentation of aminoacetaldehyde residues with final formation of pyrazoles. An aldol-type reaction of the hydrazone is proposed as the key step of the cascade. Acidic hydrolysis of Ugi adducts formed from α-hydrazonocarboxylic acids and aminoacetaldehyde dimethyl acetal leads to the fragmentation of aminoacetaldehyde residues with final formation of pyrazoles. An aldol-type reaction of the hydrazone is proposed as the key step of the cascade.

AB - Acidic hydrolysis of Ugi adducts formed from α-hydrazonocarboxylic acids and aminoacetaldehyde dimethyl acetal leads to the fragmentation of aminoacetaldehyde residues with final formation of pyrazoles. An aldol-type reaction of the hydrazone is proposed as the key step of the cascade. Acidic hydrolysis of Ugi adducts formed from α-hydrazonocarboxylic acids and aminoacetaldehyde dimethyl acetal leads to the fragmentation of aminoacetaldehyde residues with final formation of pyrazoles. An aldol-type reaction of the hydrazone is proposed as the key step of the cascade.

KW - Domino reactions

KW - Hydrazones

KW - Hydrolysis

KW - Multicomponent reactions

KW - Nitrogen heterocycles

UR - https://www.scopus.com/pages/publications/84883560827

U2 - 10.1002/ejoc.201300787

DO - 10.1002/ejoc.201300787

M3 - Article

AN - SCOPUS:84883560827

SN - 1434-193X

SP - 5805

EP - 5808

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 26

ER -

Cyclization cascade of hydrazono Ugi adducts towards pyrazoles

Abstract

Keywords

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