Institute of Chemistry, Saint Petersburg State University, Universitetsky pr. 26, 198504 Saint Petersburg, Russia.
Medicinal Chemistry Center, Togliatti State University, Belorusskaya st. 14, 445020 Togliatti, Russia.
Int J Mol Sci. 2022 Oct 20;23(20):12639. doi: 10.3390/ijms232012639.
The 1,3-dipolar cycloaddition of 2-(2-oxoindoline-3-ylidene)acetates with functionalized aldo- and ketonitrones proceeds with good selectivity to provide new highly functionalized 5-spiroisoxazolidines. A characteristic feature of these reactions is reversibility that allows for the control of the diastereoselectivity of cycloaddition. The reduction of obtained adducts using zinc powder in acetic acid leads to 1,3-aminoalcohols or spirolactones. For a number of the spiro compounds obtained, anticancer activity was found.
2-(2-氧代吲哚啉-3-亚基)乙酸酯与功能化的醛酮硝酮的 1,3-偶极环加成反应具有良好的选择性，可提供新的高官能化的 5-螺异恶唑烷。这些反应的一个特点是可逆性，这允许控制环加成的非对映选择性。使用醋酸中的锌粉还原得到的加合物得到 1,3-氨基醇或螺内酯。对于获得的许多螺化合物，发现了抗癌活性。
