Photo-induced cyclization of olefinic amides towards sulfonamidylated iminoisobenzofurans and benzoxazines

Abstract

Photo-induced facile synthesis of sulfonamidylated iminoisobenzofurans and benzoxazines was demonstrated under mild and metal-free conditions. N-sulfonylaminopyridinium salts as the easily available sulfonamidyl radical sources selectively reacted with 2-vinylbenzamides and N-(2-vinylphenyl)amides...

Synthesis of 3-sulfonylisoindolin-1-ones from olefinic amides and sodium sulfinates via electrooxidative tandem cyclization

“…7 2-vinylbenzamides has two nucleophilic centers, a nitrogen and an oxygen, and can produce two different products, isobenzofuran 8 and isoindolone, by free radical cascade cyclizations. In 2023, Pan's group 9 reported a photo-induced facile synthesis of sulfonamidylated iminoisobenzofurans under mild and metal-free conditions. A green and efficient approach for the synthesis of selenium-substituted iminoisobenzofuran using 2-vinylbenzamides and diselenides in a continuous electrochemical microreactor was reported by Guo's group in 2021.…”

Visible-Light-Induced Alkoxypyridylation of Alkenes Using N-Alkoxypyridinium Salts as Bifunctional Reagents

“…Pyridinium salts have been demonstrated as readily accessible, efficient, and bench-stable precursors that may offer N -, O -, and C -center radicals . In recent decades, remarkable progress has been achieved by Studer’s, Zhu’s, and Hong’s groups.…”