Cover Feature: Diversity‐Oriented Synthesis of [2.2]Paracyclophane‐derived Fused Imidazo[1,2‐a]heterocycles by Groebke‐Blackburn‐Bienaymé Reaction: Accessing Cyclophanyl Imidazole Ligands Library (Chem. Eur. J. 3/2022)

Abstract

The Groebke–Blackburn–Bienaymé three‐component reaction (GBB‐3CR) has contributed enormously to the progress of organic synthesis, medicinal chemistry, and materials science. Diversity‐oriented synthesis of skeletally diverse cyclophanyl‐derived fused imidazo[1,2‐a]heterocycles by one‐pot GBB‐3CR involving formyl‐cyclophane components in combination with various aliphatic and aromatic isocyanides and heteroaromatic amidines gives a library of versatile cyclophanyl imidazoles ligands. These can be readily transformed to prepare N,C palladacycles by regioselective ortho‐palladation. More information can be found in the Full Paper by S. Bräse et al. (DOI: 10.1002/chem.202103511).

Fluorescent annulated imidazo[4,5-c]isoquinolinesviaa GBB-3CR/imidoylation sequence – DNA-interactions in pUC-19 gel electrophoresis mobility shift assay

“…1 Thus, MCRs have emerged as a valuable tool in combinatorial and diversity-oriented synthesis, medicinal chemistry and recently also in polymer chemistry 2 and material science. 3 Particularly regarding the development of new bioactive structures, MCRs excel due to their unmatched potential in establishing large and diverse compound libraries. However, especially medicinal chemistry demands an even higher level of variability, e.g.…”

Recent ring distortion reactions for diversifying complex natural products

“…8,9 A critical challenge in this area is to develop new strategies for the construction of high-quality libraries of molecules with many of the desirable features of natural products. [10][11][12] Current synthetic strategies including diversity-oriented synthesis (DOS), [13][14][15][16][17][18][19][20][21][22][23][24] biological-oriented synthesis (BiOS), 25,26 and function-oriented synthesis (FOS) [27][28][29][30][31][32][33][34] have been successfully applied in this eld. These strategies were categorized as a "bottom-up" approach.…”