Direct Photoexcitation of Benzothiazolines: Acyl Radical Generation and Application to Access Heterocycles
Xiang-Kui He,
Juan Lu,
Hai-Bing Ye,
Lei Li,
Jun Xuan
Affiliations
Xiang-Kui He
Anhui Province Key Laboratory of Chemistry for Inorganic, Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei 230601, China
Juan Lu
Anhui Province Key Laboratory of Chemistry for Inorganic, Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei 230601, China
Hai-Bing Ye
Anhui Province Key Laboratory of Chemistry for Inorganic, Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei 230601, China
Lei Li
Anhui Province Key Laboratory of Chemistry for Inorganic, Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei 230601, China
Jun Xuan
Anhui Province Key Laboratory of Chemistry for Inorganic, Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei 230601, China
An acyl radical generation and functionalization strategy through direct photoexcitation of benzothiazolines has been developed. The formed acyl radical species can either be trapped by quinoxalin-2-ones to realize their C(3)-H functionalization or trigger a cascade radical cyclization with isonitriles to synthesise biologically important phenanthridines. The synthetic value of this protocol can be further illustrated by the modification of quinoxalin-2-ones, containing important natural products and drug-based complex molecules.
