Martin A C, Rogers Jessica A, Batsomboon Paratchata, Morrison Alec E, Ramsubhag Ron R, Popp Brian V, Dudley Gregory B
C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26505, United States.
Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306, United States.
ACS Omega. 2021 Oct 26;6(44):30108-30114. doi: 10.1021/acsomega.1c04943. eCollection 2021 Nov 9.
Neopentylene ring fusions (ring-fused 4,4-dimethylcyclopentane polycycles) are found in many natural products, but they are largely absent from synthetic compound libraries and focused medicinal chemistry research. Here is reported a synthetic approach to one of the few non-natural product-based target compounds from medicinal chemistry that includes a neopentylene ring fusion: an analogue of ibuprofen referred to herein as "neoprofen". The approach features ring-opening fragmentation reactions of dimedone derivatives coupled with transition metal-catalyzed benzannulation and hydrocarboxylation methods.
新戊烯环稠合结构（稠合的4,4-二甲基环戊烷多环）存在于许多天然产物中，但在合成化合物库和聚焦的药物化学研究中却基本没有。本文报道了一种合成方法，用于合成药物化学中少数基于非天然产物的目标化合物之一，该化合物包含新戊烯环稠合结构：一种布洛芬类似物，本文中称为“新洛芬”。该方法的特点是丙二酮衍生物的开环碎裂反应与过渡金属催化的苯并环化反应和氢羧化方法相结合。
