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Oxidative Tandem Cyclization of Aromatic Acids with (Benzo)thiophenes: One-Pot Access to Planar Sulfur-Containing Polycyclic Heteroarenes for Lipid-Droplet-Targeted Probes.
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.
Affiliation
  • Li WD; 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.
  • Zhang PJ; 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.
  • Jia JW; 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.
  • Zhang XY; 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.
  • Ma HY; 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.
  • He KX; 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.
  • Dang DF; 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.
  • Jiao J; 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.
  • Shi XY; 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.
Org Lett ; 26(23): 4857-4862, 2024 Jun 14.
Article in En | MEDLINE | ID: mdl-38838191
ABSTRACT
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.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Year: 2024 Document type: Article

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Year: 2024 Document type: Article