Luo, Jiajun; Zeng, Guohui; Cao, Xiaohui; Yin, Biaolin published the artcile< Visible-Light-Induced [2+2+1] Dearomative Cascade Cyclization of Indole/Furan Alkynes to Synthesize Sulfonyl Polycycles>, Quality Control of 3240-10-6, the main research area is sulfonyl polycycle preparation visible light; indole furan alkyne dearomative cascade cyclization.
Herein, authors report a visible-light-induced [2+2+1] dearomative cascade cyclization of indole/furan alkynes with NaHSO3, providing an array of diverse highly strained sulfonyl polycycles. Compared to authors previous work, this method does not require the use of addnl. sacrificial oxidants and have wider reaction scope. Preliminary mechanistic studies suggest that the indole moiety initiated the reaction, which proceeded via single-electron oxidation pathway. An alkenyl radical formed by intramol. addition capture SO2, and the resulting species is cyclized to furnish the final product. Also, DFT calculations disclosed that the groups on the indole ring or at the side chain probably affect the single electron distribution at the reaction site of IM-RC-I, and the distribution may be a decisive factor of spirocyclization.
Advanced Synthesis & Catalysis published new progress about C-C bond formation. 3240-10-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H5ClO2, Quality Control of 3240-10-6.
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Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics