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The scope and limitations of the method were established, and applicability to the multigram synthesis of target bicyclic compounds was illustrated. Using the developed protocols, over 50 mono\u2010 and bifunctional building blocks relevant to medicinal chemistry were prepared. The synthesized compounds are promising isosteres of benzene and cycloalkane rings, which is confirmed by their physicochemical and structural characterization (p\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>a<\/jats:sub>\n                    , Log\n                    <jats:italic>P<\/jats:italic>\n                    , and exit vector parameters (EVP)). \u201cRules of thumb\u201d for the upcoming isosteric replacement studies were proposed.\n                  <\/jats:p>","DOI":"10.1002\/chem.202303859","type":"journal-article","created":{"date-parts":[[2023,12,27]],"date-time":"2023-12-27T04:59:50Z","timestamp":1703653190000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":35,"title":["Bicyclo[m.n.k]alkane Building Blocks as Promising Benzene and Cycloalkane Isosteres: Multigram Synthesis, Physicochemical and Structural Characterization"],"prefix":"10.1002","volume":"30","author":[{"given":"Volodymyr V.","family":"Semeno","sequence":"first","affiliation":[{"name":"Enamine Ltd.  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