New Straightforward Quinoline Synthesis from the Mannich Reaction of α-Ketohydrazones

Vincent Bailliez; Laurent El Kaim; Valérie Michaut

doi:10.1081/SCC-120027244

New Straightforward Quinoline Synthesis from the Mannich Reaction of α-Ketohydrazones

Vincent Bailliez
, Laurent El Kaim
, Valérie Michaut

Unité Chimie et Procédés

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

Abstract

The addition of α-ketohydrazones to 2-acetamidobenzaldehyde proceeds efficiently in the presence of N-benzylpiperazine to afford in good to high yields the expected Mannich adducts; these are easily converted to quinoline derivatives under acidic conditions in a new Azo-Friedländer reaction.

Original language	English
Pages (from-to)	109-118
Number of pages	10
Journal	Synthetic Communications
Volume	34
Issue number	1
DOIs	https://doi.org/10.1081/SCC-120027244
Publication status	Published - 5 Mar 2004
Externally published	Yes

Keywords

Azo-Friedländer reaction
Mannich reaction
Quinoline
α-Ketohydrazone

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10.1081/SCC-120027244

Cite this

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title = "New Straightforward Quinoline Synthesis from the Mannich Reaction of α-Ketohydrazones",

abstract = "The addition of α-ketohydrazones to 2-acetamidobenzaldehyde proceeds efficiently in the presence of N-benzylpiperazine to afford in good to high yields the expected Mannich adducts; these are easily converted to quinoline derivatives under acidic conditions in a new Azo-Friedl{\"a}nder reaction.",

keywords = "Azo-Friedl{\"a}nder reaction, Mannich reaction, Quinoline, α-Ketohydrazone",

author = "Vincent Bailliez and \{El Kaim\}, Laurent and Val{\'e}rie Michaut",

year = "2004",

month = mar,

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doi = "10.1081/SCC-120027244",

language = "English",

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pages = "109--118",

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AU - Bailliez, Vincent

AU - El Kaim, Laurent

AU - Michaut, Valérie

PY - 2004/3/5

Y1 - 2004/3/5

N2 - The addition of α-ketohydrazones to 2-acetamidobenzaldehyde proceeds efficiently in the presence of N-benzylpiperazine to afford in good to high yields the expected Mannich adducts; these are easily converted to quinoline derivatives under acidic conditions in a new Azo-Friedländer reaction.

AB - The addition of α-ketohydrazones to 2-acetamidobenzaldehyde proceeds efficiently in the presence of N-benzylpiperazine to afford in good to high yields the expected Mannich adducts; these are easily converted to quinoline derivatives under acidic conditions in a new Azo-Friedländer reaction.

KW - Azo-Friedländer reaction

KW - Mannich reaction

KW - Quinoline

KW - α-Ketohydrazone

UR - https://www.scopus.com/pages/publications/1342281600

U2 - 10.1081/SCC-120027244

DO - 10.1081/SCC-120027244

M3 - Article

AN - SCOPUS:1342281600

SN - 0039-7911

VL - 34

SP - 109

EP - 118

JO - Synthetic Communications

JF - Synthetic Communications

IS - 1

ER -

New Straightforward Quinoline Synthesis from the Mannich Reaction of α-Ketohydrazones

Abstract

Keywords

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