A Passerini/Michael Pathway towards Butyrolactones

Shuanglong Jia; Laurent El Kaïm

doi:10.1002/ejoc.201800958

A Passerini/Michael Pathway towards Butyrolactones

Shuanglong Jia
, Laurent El Kaïm

Université Paris-Saclay

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

Résumé

The Passerini adducts of aromatic aldehydes may act as nucleophiles in Michael additions with acrylonitrile. The reaction proceeds together with hydrolysis of the ester. The resulting γ-hydroxynitrile may be cyclized under acidic conditions to afford a three-steps synthesis of γ-butyrolactones from isocyanides.

langue originale	Anglais
Pages (de - à)	6457-6464
Nombre de pages	8
journal	European Journal of Organic Chemistry
Volume	2018
Numéro de publication	46
Les DOIs	https://doi.org/10.1002/ejoc.201800958
état	Publié - 13 déc. 2018
Modification externe	Oui

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10.1002/ejoc.201800958

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title = "A Passerini/Michael Pathway towards Butyrolactones",

abstract = "The Passerini adducts of aromatic aldehydes may act as nucleophiles in Michael additions with acrylonitrile. The reaction proceeds together with hydrolysis of the ester. The resulting γ-hydroxynitrile may be cyclized under acidic conditions to afford a three-steps synthesis of γ-butyrolactones from isocyanides.",

keywords = "Acrylonitrile, Bulticomponent reaction, Butyrolactone, Michael addition, Passerini reaction",

author = "Shuanglong Jia and \{El Ka{\"i}m\}, Laurent",

note = "Publisher Copyright: {\textcopyright} 2018 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2018",

month = dec,

day = "13",

doi = "10.1002/ejoc.201800958",

language = "English",

volume = "2018",

pages = "6457--6464",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

number = "46",

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TY - JOUR

T1 - A Passerini/Michael Pathway towards Butyrolactones

AU - Jia, Shuanglong

AU - El Kaïm, Laurent

PY - 2018/12/13

Y1 - 2018/12/13

N2 - The Passerini adducts of aromatic aldehydes may act as nucleophiles in Michael additions with acrylonitrile. The reaction proceeds together with hydrolysis of the ester. The resulting γ-hydroxynitrile may be cyclized under acidic conditions to afford a three-steps synthesis of γ-butyrolactones from isocyanides.

AB - The Passerini adducts of aromatic aldehydes may act as nucleophiles in Michael additions with acrylonitrile. The reaction proceeds together with hydrolysis of the ester. The resulting γ-hydroxynitrile may be cyclized under acidic conditions to afford a three-steps synthesis of γ-butyrolactones from isocyanides.

KW - Acrylonitrile

KW - Bulticomponent reaction

KW - Butyrolactone

KW - Michael addition

KW - Passerini reaction

UR - https://www.scopus.com/pages/publications/85057328319

U2 - 10.1002/ejoc.201800958

DO - 10.1002/ejoc.201800958

M3 - Article

AN - SCOPUS:85057328319

SN - 1434-193X

VL - 2018

SP - 6457

EP - 6464

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 46

ER -

A Passerini/Michael Pathway towards Butyrolactones

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