Recent Advances in the Catalytic Synthesis of Imidazolidin-2-ones and Benzimidazolidin-2-ones

• Main Authors: Alessandra Casnati, Elena Motti, Raffaella Mancuso, Bartolo Gabriele, Nicola Della Ca’
• Format: Article
• Language: English
• Published: MDPI AG 2019-01-01
• Series: Catalysts
• Subjects: metal catalysis; organocatalysis; carbonylation reactions; diamination; hydroamination; 2-imidazolidinones; 2-benzimidazolidinones; 5-membered cyclic ureas
• Online Access: http://www.mdpi.com/2073-4344/9/1/28

2-Imidazolidinone and its analogues are omnipresent structural motifs of pharmaceuticals, natural products, chiral auxiliaries, and intermediates in organic syntheses. Over the years, continuous efforts have been addressed to the development of sustainable and more efficient protocols for the synthesis of these heterocycles. This review gives a summary of the catalytic strategies to access imidazolidin-2-ones and benzimidazolidin-2-ones that have appeared in the literature from 2010 to 2018. Particularly important contributions beyond the timespan will be mentioned. The review is organized in four main chapters that identify the most common approaches to imidazolidin-2-one derivatives: (1) the direct incorporation of the carbonyl group into 1,2-diamines, (2) the diamination of olefins, (3) the intramolecular hydroamination of linear urea derivatives and (4) aziridine ring expansion. Methods not included in this classification will be addressed in the miscellaneous section.