School of Chemical Engineering, Yeungnam University, Gyeongsan 38541, Republic of Korea.
Department of Marine Food Science and Technology, Gangneung-Wonju National University, 120 Gangneungdaehangno, Gangneung, Gangwon 25457, Republic of Korea.
Org Lett. 2021 Feb 19;23(4):1383-1387. doi: 10.1021/acs.orglett.1c00042. Epub 2021 Feb 2.
A convenient and an efficient protocol for the assembly of diverse xanthenes bearing a biologically interesting oxindole nucleus is developed by utilizing the In(III)-catalyzed spiro coupling of 1,4-benzoquinones or 1,4-naphthoquinones with oxindoles. This novel protocol proceeds via a cascade of double Michael additions and intramolecular cyclization. The synthesized compounds have potential use as fluorophores for the selective imaging of heavy metals in living cells.
发展了一种方便、高效的方法,通过利用 In(III)催化的 1,4-苯醌或 1,4-萘醌与氧杂吲哚的螺环偶联反应,将具有生物活性的氧杂吲哚核的各种呫吨酮组装在一起。该新方法通过双迈克尔加成和分子内环化的级联反应进行。合成的化合物有望用作荧光团,用于活细胞中重金属的选择性成像。