Regiospecific Synthesis of 1‐Trifluoromethylisoquinolines Enabled by Photoredox Somophilic Vinyl Isocyanide Insertion | Zendy

Cheng Yuanzheng | Zendy; Yuan Xiangai | Zendy; Jiang Heng | Zendy; Wang Ruzhi | Zendy; Ma Jing | Zendy; Zhang Yan | Zendy; Yu Shouyun | Zendy

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Regiospecific Synthesis of 1‐Trifluoromethylisoquinolines Enabled by Photoredox Somophilic Vinyl Isocyanide Insertion

Author(s) -

Cheng Yuanzheng,

Yuan Xiangai,

Jiang Heng,

Wang Ruzhi,

Ma Jing,

Zhang Yan,

Yu Shouyun

Publication year - 2014

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201400504

Subject(s) - isocyanide , chemistry , reagent , combinatorial chemistry , migratory insertion , photoredox catalysis , photochemistry , organic chemistry , photocatalysis , catalysis

A strategy has been developed for the regiospecific synthesis of 1‐trifluoromethylisoquinoline derivatives. This strategy is enabled by a photoredox vinyl isocyanide insertion with the help of Umemoto’s reagent. The methodology presented here provides an access to highly fuctionalized 1‐trifluoromethylisoquinolines regiospecifically under mild conditions in good‐to‐excellent chemical yields. A detailed mechanism is proposed, which is supported by experiments and theoretical calculations.

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