TY - JOUR A1 - Kobelev, Aleksandr I. A1 - Tretyakov, Nikita A. A1 - Stepanova, Ekaterina E. A1 - Dmitriev, Maksim V. A1 - Rubin, Michael A1 - Maslivets, Andrey N. T1 - Facile regiodivergent synthesis of spiro pyrrole-substituted pseudothiohydantoins and thiohydantoins via reaction of [e]-fused 1H-pyrrole-2,3-diones with thiourea JF - Beilstein Journal of Organic Chemistry PY - 2019/// VL - 15 SP - 2864 EP - 2871 SN - 1860-5397 DO - 10.3762/bjoc.15.280 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.15.280 KW - diversity-oriented synthesis KW - hydantoin KW - nitrogen heterocycles KW - rearrangement KW - thiourea N2 - A highly divergent synthesis of regioisomeric thiohydantoins and pseudothiohydantoins spiro-fused to a pharmacologically valuable pyrrole-2-one fragment involving the reaction of [e]-fused 1H-pyrrole-2,3-diones with thioureas was developed. The obtained spiro pseudothiohydantoin derivatives were found to undergo a pseudothiohydantoin–thiohydantoin rearrangement. The reactions were shown to proceed under catalyst-free conditions in good yields, and the products were isolated without applying preparative chromatography methods. ER -