(Trifluoromethyl)thiolation of 2‐Alkynylbenzoates: An Efficient Route to 4‐[(Trifluoromethyl)thio]‐1 H ‐isochromen‐1‐ones | Zendy

Li Yuewen | Zendy; Li Guangming | Zendy; Ding Qiuping | Zendy

Premium

(Trifluoromethyl)thiolation of 2‐Alkynylbenzoates: An Efficient Route to 4‐[(Trifluoromethyl)thio]‐1 H ‐isochromen‐1‐ones

Author(s) -

Li Yuewen,

Li Guangming,

Ding Qiuping

Publication year - 2014

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201402629

Subject(s) - trifluoromethyl , chemistry , thio , electrophile , isocoumarin , lewis acids and bases , medicinal chemistry , stereochemistry , organic chemistry , catalysis , alkyl

The incorporation of the (trifluoromethyl)thio group into the isocoumarin scaffold through a Lewis‐acid‐mediated electrophilic cyclization reaction of 2‐(2‐alkynyl)benzoates with trifluoromethanesulfanylamide is reported. The transformation proceeds well in the presence of BiCl 3 and BF 3 · Et 2 O under mild conditions to give 4‐[(trifluoromethyl)thio]‐1 H ‐isochromen‐1‐ones regioselectively and in good yields.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research