Key Laboratory of Organo-pharmaceutical Chemistry of Jiangxi Province, Gannan Normal University , Ganzhou 341000, China.
J Org Chem. 2018 Feb 2;83(3):1402-1413. doi: 10.1021/acs.joc.7b02940. Epub 2018 Jan 24.
Described is a visible light-promoted three-component tandem annulation of amines, aryl/alkyl isothiocyanates, and α-bromoesters to form 2-iminothiazolidin-4-ones in the absence of metal and photocatalyst at room temperature. This [1 + 2 + 2] cyclization strategy involves visible light-promoted C-S/C-N bond formation and features a powerful approach to the synthesis of 2-iminothiazolidin-4-ones with broad substrate scope, excellent functional group tolerance, mild reaction conditions, step-economy, and simple operation, which also has potential applications in the pharmaceutical industry. UV-vis spectroscopy indicates that an in situ-generated H-bonding electron donor-acceptor (EDA) complex probably acts as the photocatalyst, facilitating the reaction process.
本文描述了一种可见光促进的三组分串联环化反应，可在无金属和光催化剂存在的条件下，于室温下由胺、芳基/烷基异硫氰酸酯和α-溴代酯合成 2-亚氨基噻唑啉-4-酮。该[1+2+2]环化策略涉及可见光促进的 C-S/C-N 键形成，为合成具有广泛底物范围、良好官能团耐受性、温和反应条件、经济性和简单操作的 2-亚氨基噻唑啉-4-酮提供了一种有力方法，在制药工业中也具有潜在的应用价值。紫外可见光谱表明，可能存在一个原位生成的氢键给体-受体（EDA）配合物作为光催化剂，促进了反应过程。
