Li Wan-Di, Zhang Pei-Juan, Jia Jing-Wen, Zhang Xiao-Yong, Ma Hong-Yu, He Kai-Xin, Dang Dong-Feng, Jiao Jiao, Shi Xian-Ying
Key Laboratory of Syngas Conversion of Shaanxi Province, Key Laboratory for Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710062, P.R. China.
School of Chemistry, Engineering Research Center of Energy Storage Materials and Devices of Ministry of Education, Xi'an Jiaotong University, Xi'an, 710049, P.R. China.
Org Lett. 2024 Jun 14;26(23):4857-4862. doi: 10.1021/acs.orglett.4c01208. Epub 2024 Jun 5.
The efficient construction of π-conjugated polycyclic heteroarenes represents a significant task in the field of functional materials. A one-step oxidative tandem cyclization of aromatic acids with (benzo)thiophenes was developed to access planar sulfur-containing polycyclic heteroarenes. This protocol undergoes intermolecular cross-dehydrogenative coupling followed by intramolecular Friedel-Crafts acylation and provides a facile pathway to planar polycyclic compounds from inexpensive reactants. The synthesized heteroarenes serving as lipid-droplet-targeted probes exhibit outstanding performance with favorable biocompatibility and photostability.
π共轭多环杂芳烃的高效构建是功能材料领域的一项重要任务。我们开发了一种使芳香酸与（苯并）噻吩进行一步氧化串联环化反应的方法，以合成平面含硫多环杂芳烃。该反应先进行分子间交叉脱氢偶联，随后进行分子内傅克酰基化反应，为从廉价反应物制备平面多环化合物提供了一条简便途径。所合成的作为脂滴靶向探针的杂芳烃表现出优异的性能，具有良好的生物相容性和光稳定性。
