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Visible-light-promoted organic-dye-catalyzed sulfonylation/cyclization to access indolo[2,1-a]isoquinoline
Yucai Tang1, Jinglin Duan1, Biyu Yang1
1College of Chemistry and Materials Engineering, Hunan University of Arts and Science, Engineering Technology Research Center of Key Preparation Technology of Biomedical Polymer Materials, Changde 415000, China. yctang1009@163.com.
Abstract:
An efficient visible-light-promoted organic-dye-catalyzed radical cascade cyclization was developed for the rapid synthesis of sulfonyl-substituted indolo[2,1-a]isoquinolines and benzimidazo[2,1-a]isoquinolin-6(5H)-ones. Using the economical and environmentally benign Eosin B as the photocatalyst, a wide range of indolo[2,1-a]isoquinoline derivatives were obtained in moderate to good yields. Mechanistic studies indicate that a sulfonyl radical pathway is involved in this reaction. Compared with previous works, this protocol has the advantages of being metal- and base-free, using visible light as a traceless energy source, simple operation and mild reaction conditions, all of which make this methodology more attractive.
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