Khosravi Hormoz, Stevens Valeria, Sánchez Raúl Hernández
Department of Chemistry, Rice University, 6100 Main St., Houston, Texas 77005, USA.
Rice Advanced Materials Institute, Houston, Texas 77005, USA.
Beilstein J Org Chem. 2024 Oct 2;20:2469-2475. doi: 10.3762/bjoc.20.211. eCollection 2024.
Herein, we present 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as an efficient solvent for synthesizing resorcin[]arenes in the presence of catalytic amounts of HCl at ambient temperature and within minutes. Remarkably, resorcinols with electron-withdrawing groups and halogens, which are reported in the literature as the most challenging precursors in this cyclization, are tolerated. This method leads to a variety of 2-substituted resorcin[]arenes in a single synthetic step with isolated yields up to 98%.
在此，我们展示了1,1,1,3,3,3-六氟异丙醇（HFIP）作为一种高效溶剂，可在室温下、数分钟内，在催化量的HCl存在下合成间苯二酚芳烃。值得注意的是，文献报道中带有吸电子基团和卤素的间苯二酚是该环化反应中最具挑战性的前体，在此方法中也能被接受。该方法在单个合成步骤中可得到多种2-取代间苯二酚芳烃，分离产率高达98%。
