ChemInform Abstract: A Novel Synthesis of 2,3‐Dihydro‐7(1H)‐indolizinones.

Abstract

A Novel Synthesis of 2,3-Dihydro-7(1H)-indolizinones.-A new method for the synthesis of the title indolizinones (VII) based on the intramolecular coupling reaction of boranes derived from readily prepared enynes (VI) is described.

Discovery and Structure–Activity Relationship of Cadazolid: A First-In-Class Quinoxolidinone Antibiotic for the Treatment of Clostridioides difficile Infection

“…Conceptually, the scaffold of the heterodimeric quinoxolidinone structure can be divided into three parts, the left-hand side (LHS) or quinolone part, the spacer moiety consisting of a cyclic or linear 4- to 7-atom linker, and the right-hand side (RHS) or the oxazolidinone part. Apart from the RHS acetamido headgroup, a variety of different headgroups were reported to yield oxazolidinone antibiotics with reasonable antibacterial activities, including e.g., five-membered heterocycles, , halogen atoms, and the hydroxy group . Although efforts to substitute the acetamido headgroup with five-membered heterocycles as originally reported by Riedl and Gravestock resulted in analogues with markedly reduced activities (data not shown), the hydroxy group was found to be a reasonable replacement, giving rise to analogues 2 and 3 with a similar activity profile when compared to 1 .…”

“…Apart from the RHS acetamido headgroup, a variety of different headgroups were reported to yield oxazolidinone antibiotics with reasonable antibacterial activities, including e.g., five-membered heterocycles, , halogen atoms, and the hydroxy group . Although efforts to substitute the acetamido headgroup with five-membered heterocycles as originally reported by Riedl and Gravestock resulted in analogues with markedly reduced activities (data not shown), the hydroxy group was found to be a reasonable replacement, giving rise to analogues 2 and 3 with a similar activity profile when compared to 1 . This finding helped us to facilitate the general synthetic access and to address possible cost of goods considerations associated with the anticipated high dose needed at an early stage.…”