Described herein is a visible-light-driven chlorotrifluoromethylative and chlorotrichloromethylative cyclization reaction to synthesize chlorotrifluoromethylated and chlorotrichloromethylated cyclic compounds. Visible-light photochemistry was utilized to generate trifluoromethyl and trichloromethyl radicals and trigger radical addition/cyclization/chlorination sequences. The use of terminal alkene-derived enynes enables the regioselective and stereoselective synthesis of chlorotrifluoromethylated and chlorotrichloromethylated pyrrolidines, piperidines, and cyclopentanes.

Visible light mediated transition metal-free protocol for synthesis of tryptanthrin from isatin and isatoic anhydride in mild reaction conditions.

Described herein is a visible-light-mediated atom-transfer radical cyclization (ATRC) using 1,6-enynes as substrates. The sulfonyl chlorides not only served as sulfonyl radical sources but also provided a chlorine atom to enable the formation of highly functionalized cyclic products. This visible-light-mediated photocatalytic method is a mild and practical strategy for synthesizing chloroalkyl-substituted cyclic alkenyl sulfones.

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