Facile Microwave-Assisted Synthesis of Cyclic Amidinium Salts

[en] The cyclization of N,N '-dialkyl or diaryl ethane-1,2-diamines or propane-1,3-diamines with inorganic ammonium salts and orthoesters proceeds briskly under microwave irradiation to afford the corresponding imidazolinium or tetrahydropyrimidinium salts. The transformation is highly versatile and tolerates a wide range of substituents and counterions. It could be scaled from 1 to 50 mmol without any difficulty. Because the workup is equally rapid and straightforward, this experimental procedure provides fast and convenient access to an important class of heterocyclic compounds that have found numerous applications as N-heterocyclic carbene precursors, organocatalysts, and ionic liquids.

Disciplines :

Chemistry

Author, co-author :

Aidouni, Adila

Bendahou, Soufiane

Demonceau, Albert ; Université de Liège - ULiège > Département de chimie (sciences) > Chimie macromoléculaire et catalyse organique

Delaude, Lionel ; Université de Liège - ULiège > Département de chimie (sciences) > Chimie macromoléculaire et catalyse organique

Language :

English

Title :

Facile Microwave-Assisted Synthesis of Cyclic Amidinium Salts

Publication date :

2008

Journal title :

Journal of Combinatorial Chemistry

ISSN :

1520-4766

eISSN :

1520-4774

Publisher :

American Chemical Society, Washington, United States - District of Columbia

Volume :

Issue :

Pages :

886-892

Peer reviewed :

Peer Reviewed verified by ORBi

Available on ORBi :

since 26 June 2009

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