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Guogang Deng Minyan Li Kaili Yu Chunxiang Liu Zhengfen Liu Shengzu Duan Wen Chen Xiaodong Yang Hongbin Zhang Patrick J. Walsh 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2019,131(9):2852-2856
Benzofurans are among the most popular structural units in bioactive natural products, however, the synthesis of such structures by radical cyclization cascade reactions is rare. Herein, we report a mild and broadly applicable method for the construction of complex benzofurylethylamine derivatives through a unique radical cyclization cascade mechanism. Single‐electron transfer (SET) from 2‐azaallyl anions to 2‐iodo aryl allenyl ethers initiates a radical cyclization that is followed by intermolecular radical–radical coupling. This expedient approach enables the synthesis of a range of polycyclic benzofurans that would otherwise be difficult to prepare. 相似文献
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Jacob D. Hart Laura Burchill Aaron J. Day Christopher G. Newton Christopher J. Sumby David M. Huang Jonathan H. George 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2019,131(9):2817-2820
The total synthesis of nyingchinoids A and B has been achieved through successive rearrangements of a 1,2‐dioxane intermediate that was assembled using a visible‐light photoredox‐catalysed aerobic [2+2+2] cycloaddition. Nyingchinoid D was synthesised with a competing [2+2] cycloaddition. Based on NMR data and biosynthetic speculation, we proposed a structure revision of the related natural product rasumatranin D, which was confirmed through total synthesis. Under photoredox conditions, we observed the conversion of a cyclobutane into a 1,2‐dioxane through retro‐[2+2] cycloaddition followed by aerobic [2+2+2] cycloaddition. 相似文献
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