Synthesis of 1-Methylcyclopropyl Aryl Ethers from Phenols Using an Alkenylation-Cyclopropanation Sequence
作者:Bianca Bueno、Suzanne Heurtaux、Alexandre Gagnon
DOI:10.1021/acs.joc.3c01289
日期:2023.9.15
1-Methylcyclopropyl aryl ethers (McPAEs) can be viewed as cyclized derivatives of their O-tert-butyl counterparts. Although these compounds can find use in medicinal chemistry, they are much less represented in the literature than their aryl cyclopropyl ether analogues. McPAEs are generally prepared via an SNAr reaction using 1-methylcyclopropanol. However, this method works exclusively with highly
1-甲基环丙基芳基醚 (McPAE) 可被视为其 O-叔丁基对应物的环化衍生物。尽管这些化合物可用于药物化学,但与芳基环丙醚类似物相比,它们在文献中的报道要少得多。McPAE 通常使用 1-甲基环丙醇通过 SNA Ar 反应制备。然而,该方法仅适用于高度失活的芳烃。我们在此报告了获取 McPAE 的两步序列,包括苯酚的 1-甲基乙烯基化,然后是相应的 1-甲基乙烯基芳基醚的环丙烷化。还使用该序列制备了异构单和二甲基类似物。