Solvent‐ and Catalyst‐Free Aza‐Michael Addition of Imidazoles and Related Heterocycles

Katharina Kodolitsch; Florian Gobec; Christian Slugovc

doi:10.1002/ejoc.202000309

Solvent‐ and Catalyst‐Free Aza‐Michael Addition of Imidazoles and Related Heterocycles

Katharina Kodolitsch, Florian Gobec, Christian Slugovc^*

^*Korrespondierende/r Autor/-in für diese Arbeit

Institut für Chemische Technologie von Materialien (6380)

Publikation: Beitrag in einer Fachzeitschrift › Artikel › Begutachtung

Abstract

This work demonstrates the scope and limitations of the aza-Michael addition of imidazoles and related heterocycles with electron deficient olefins under solvent- and catalyst-free conditions. The reaction proceeds at 80 °C within hours towards completion as long as the azole derivative is sufficiently soluble in the Michael acceptor, which has been used in small excess. Workup only comprises evaporation of surplus Michael-acceptor, and no additional solvents are necessary for purifying the products.

Originalsprache	englisch
Seiten (von - bis)	2973-2978
Seitenumfang	6
Fachzeitschrift	European Journal of Organic Chemistry
Jahrgang	2020
Ausgabenummer	19
DOIs	https://doi.org/10.1002/ejoc.202000309
Publikationsstatus	Veröffentlicht - 22 Mai 2020

ASJC Scopus subject areas

Physikalische und Theoretische Chemie
Organische Chemie

Fields of Expertise

Advanced Materials Science

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10.1002/ejoc.202000309

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CD-Labor für Organokatalyse in der Polymerisation
Slugovc, C.
1/07/19 → 30/06/26
Projekt: Forschungsprojekt
Poröse Materialien @ Arbeit
Klimant, I., Nidetzky, B., Coclite, A. M., Schennach, R., Sonderegger, B., Resel, R., Würschum, R., Amenitsch, H., Zojer, E., Bergmann, A., Falcaro, P., Borisov, S., Trimmel, G. & Slugovc, C.
1/07/18 → 31/03/22
Projekt: Forschungsprojekt

Dieses zitieren

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abstract = "This work demonstrates the scope and limitations of the aza-Michael addition of imidazoles and related heterocycles with electron deficient olefins under solvent- and catalyst-free conditions. The reaction proceeds at 80 °C within hours towards completion as long as the azole derivative is sufficiently soluble in the Michael acceptor, which has been used in small excess. Workup only comprises evaporation of surplus Michael-acceptor, and no additional solvents are necessary for purifying the products.",

keywords = "Aza-Michael reaction, Catalyst-free synthesis, Green chemistry, Heterocycles, Solvent-free synthesis",

author = "Katharina Kodolitsch and Florian Gobec and Christian Slugovc",

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doi = "10.1002/ejoc.202000309",

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T1 - Solvent‐ and Catalyst‐Free Aza‐Michael Addition of Imidazoles and Related Heterocycles

AU - Kodolitsch, Katharina

AU - Gobec, Florian

AU - Slugovc, Christian

PY - 2020/5/22

Y1 - 2020/5/22

N2 - This work demonstrates the scope and limitations of the aza-Michael addition of imidazoles and related heterocycles with electron deficient olefins under solvent- and catalyst-free conditions. The reaction proceeds at 80 °C within hours towards completion as long as the azole derivative is sufficiently soluble in the Michael acceptor, which has been used in small excess. Workup only comprises evaporation of surplus Michael-acceptor, and no additional solvents are necessary for purifying the products.

AB - This work demonstrates the scope and limitations of the aza-Michael addition of imidazoles and related heterocycles with electron deficient olefins under solvent- and catalyst-free conditions. The reaction proceeds at 80 °C within hours towards completion as long as the azole derivative is sufficiently soluble in the Michael acceptor, which has been used in small excess. Workup only comprises evaporation of surplus Michael-acceptor, and no additional solvents are necessary for purifying the products.

KW - Aza-Michael reaction

KW - Catalyst-free synthesis

KW - Green chemistry

KW - Heterocycles

KW - Solvent-free synthesis

UR - https://chemrxiv.org/articles/preprint/Solvent-_and_catalyst-free_aza-Michael_addition_of_imidazoles_and_related_heterocycles/11877039

UR - http://www.scopus.com/inward/record.url?scp=85084419637&partnerID=8YFLogxK

U2 - 10.1002/ejoc.202000309

DO - 10.1002/ejoc.202000309

M3 - Article

SN - 1434-193X

VL - 2020

SP - 2973

EP - 2978

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 19

ER -

Solvent‐ and Catalyst‐Free Aza‐Michael Addition of Imidazoles and Related Heterocycles

Abstract

ASJC Scopus subject areas

Fields of Expertise

Zugriff auf Dokument

Andere Dateien und Links

Fingerprint

Projekte

CD-Labor für Organokatalyse in der Polymerisation

Poröse Materialien @ Arbeit

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