Synthesis and Use of Bicyclo[1.1.1]pentylaldehyde Building Blocks
Dániel Lasányi1, Dániel Máth1, Gergely L Tolnai1
1Institute of Chemistry, Eotvos Lorand University, Pazmany P. stny. 1/a, Budapest H1117, Hungary.
Abstract:
The bicyclo[1.1.1]pentane (BCP) motif is an emerging scaffold in medicinal chemistry because of its bioisosterism to 1,4-phenylene and 1,2-alkynyl functions. The current drawback of its use is the lack of stable versatile synthetic building blocks. Aldehydes are among 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 intermediates.
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