Construction of 3-Oxazolin-5-one via Visible Light-Induced Nondecarboxylative Coupling and Sequential Reactions
作者:Shanshan Ma、Haoying Cao、Rongwan Gao、Yanhong Feng、Yawen Guo、Wei Guan、Xinfang Duan、Peng Jiao
DOI:10.1021/acs.orglett.3c00469
日期:2023.3.31
imines or pyrrole compounds. Harnessing the power of photocatalysis, we accomplished a straightforward synthesis of 3-oxazolin-5-ones from redox-active esters and secondary nitro compounds. Visible light-induced nondecarboxylative coupling of a redox-active ester, nitro aldol condensation, and subsequent visible light-induced N-oxide deoxygenation were accomplished within 2 h. The reaction mechanism was
3-Oxazolin-5-ones 是腈叶立德的前体,代表有价值的 1,3-偶极子,可用于构建环状亚胺或吡咯化合物。利用光催化的力量,我们从氧化还原活性酯和仲硝基化合物中直接合成了 3-恶唑啉-5-酮。可见光诱导的氧化还原活性酯的非脱羧偶联、硝基羟醛缩合和随后的可见光诱导的N-氧化物脱氧在 2 小时内完成。反应机理得到了实验数据和DFT计算的支持。