4.7 Article

Visible-Light-Induced Radical Cascade Cyclizations of 1,7-Enynes with Sulfinic Acids: Direct Access to Sulfonated Chromanes and Sulfonated Tetrahydroquinolines under Metal-Free Conditions

期刊

ADVANCED SYNTHESIS & CATALYSIS
卷 362, 期 24, 页码 5669-5680

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202000846

关键词

1,7-enynes; chromanes; tetrahydroquinolines; visible-light photocatalysis; Eosin Y; sulfinic acids

资金

  1. National Natural Science Foundation of China [21772062, 22071171]

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Visible-light-induced strategy to access sulfonated chromanes and sulfonated 1,2,3,4-tetrahydroquinolines via a radical cascade cyclization of 1-(arylethynyl)-2-(vinyloxy)benzenes and N-allyl-2-(arylethynyl)anilines with aromatic and aliphatic sulfinic acids has been developed. In the presence of TBHP (7.5 mol%) as an oxidant and Eosin Y (3.0 mol%) as a photocatalyst, the reactions undergo smoothly to afford the corresponding products in good yields at room temperature under metal-free conditions. This transformation features low loading of TBHP, mild reaction conditions, simple operation, broad functional-group tolerance, and good yields of products.

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