Metal-free Deamidative Ugi Access to Isoindolinones

Samira Baaziz; Mansour Dolè Kerim; Marie Cordier; Lamouri Hammal; Laurent El Kaïm

doi:10.1055/s-0037-1610189

Metal-free Deamidative Ugi Access to Isoindolinones

Samira Baaziz, Mansour Dolè Kerim, Marie Cordier, Lamouri Hammal, Laurent El Kaïm

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

Abstract

A two-step isoindolone synthesis has been achieved by using an Ugi/oxidative vicarious nucleophilic substitution sequence starting from 3-nitrobenzoic acid and aromatic aldehydes. Loss of the amido group was observed as well as a further oxidative process towards hydroxyisoindolone derivatives after prolonged stirring open to the atmosphere.

Original language	English
Pages (from-to)	1842-1846
Number of pages	5
Journal	Synlett
Volume	29
Issue number	14
DOIs	https://doi.org/10.1055/s-0037-1610189
Publication status	Published - 10 Jul 2018
Externally published	Yes

Keywords

3-nitrobenzoic acid
Ugi reaction
air oxidation
intramolecular vicarious nucleophilic substitution
isolindolones

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10.1055/s-0037-1610189

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title = "Metal-free Deamidative Ugi Access to Isoindolinones",

abstract = "A two-step isoindolone synthesis has been achieved by using an Ugi/oxidative vicarious nucleophilic substitution sequence starting from 3-nitrobenzoic acid and aromatic aldehydes. Loss of the amido group was observed as well as a further oxidative process towards hydroxyisoindolone derivatives after prolonged stirring open to the atmosphere.",

keywords = "3-nitrobenzoic acid, Ugi reaction, air oxidation, intramolecular vicarious nucleophilic substitution, isolindolones",

author = "Samira Baaziz and Kerim, \{Mansour Dol{\`e}\} and Marie Cordier and Lamouri Hammal and \{El Ka{\"i}m\}, Laurent",

note = "Publisher Copyright: {\textcopyright} Georg Thieme Verlag Stuttgart New York.",

year = "2018",

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doi = "10.1055/s-0037-1610189",

language = "English",

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T1 - Metal-free Deamidative Ugi Access to Isoindolinones

AU - Baaziz, Samira

AU - Kerim, Mansour Dolè

AU - Cordier, Marie

AU - Hammal, Lamouri

AU - El Kaïm, Laurent

N1 - Publisher Copyright: © Georg Thieme Verlag Stuttgart New York.

PY - 2018/7/10

Y1 - 2018/7/10

N2 - A two-step isoindolone synthesis has been achieved by using an Ugi/oxidative vicarious nucleophilic substitution sequence starting from 3-nitrobenzoic acid and aromatic aldehydes. Loss of the amido group was observed as well as a further oxidative process towards hydroxyisoindolone derivatives after prolonged stirring open to the atmosphere.

AB - A two-step isoindolone synthesis has been achieved by using an Ugi/oxidative vicarious nucleophilic substitution sequence starting from 3-nitrobenzoic acid and aromatic aldehydes. Loss of the amido group was observed as well as a further oxidative process towards hydroxyisoindolone derivatives after prolonged stirring open to the atmosphere.

KW - 3-nitrobenzoic acid

KW - Ugi reaction

KW - air oxidation

KW - intramolecular vicarious nucleophilic substitution

KW - isolindolones

UR - https://www.scopus.com/pages/publications/85049844672

U2 - 10.1055/s-0037-1610189

DO - 10.1055/s-0037-1610189

M3 - Article

AN - SCOPUS:85049844672

SN - 0936-5214

VL - 29

SP - 1842

EP - 1846

JO - Synlett

JF - Synlett

IS - 14

ER -

Metal-free Deamidative Ugi Access to Isoindolinones

Abstract

Keywords

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