Synthesis and Use of Versatile [1.1.1]Bicyclopentylaldehyde Building Blocks

The [1.1.1] bicyclopentane (BCP) motif is an emerging scaffold in medicinal chemistry due to its bioisosterism to 1,4-phenylene and 1,2-alkynyl functions. Current drawback of their use is the lack of stable versatile synthetic building blocks. Aldehydes are amongst the most useful functionalities in organic chemistry. In this paper a simple one-pot procedure from aryl-halides and [1.1.1]propellane is described. Preparation of various BCP molecules is conducted to showcase the versatility of these stable in-termediates.