Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, The Chinese Academy of Sciences , Beijing 100190, P. R. China.
University of Chinese Academy of Sciences , Beijing 100049, P. R. China.
Org Lett. 2017 Jun 16;19(12):3251-3254. doi: 10.1021/acs.orglett.7b01367. Epub 2017 May 26.
The construction of substituted indole skeletons is always an important concern of synthetic chemists because of its prevalent structure found in natural products and biological molecules. Here, we succeeded in preparing indoles and their derivatives from a wide variety of simple enamines via radical cyclization only with catalytic amounts of an iridium(III) photosensitizer (PS) in DMSO solution under air atmosphere. The mechanistic investigation suggests that the reaction involves a radical course to accomplish the conversion of enamines to indoles under visible light irradiation.
取代吲哚骨架的构建一直是合成化学家关注的重点，因为它广泛存在于天然产物和生物分子中。在这里，我们成功地仅使用催化量的三价铱（III）光引发剂（PS）在 DMSO 溶液中于空气氛围下，由各种简单的烯胺制备得到吲哚及其衍生物。机理研究表明，该反应涉及自由基历程，在可见光照射下，烯胺转化为吲哚。
