Paper
Synthesis of 3-((arylsulfonyl)methyl)indolin-2-ones via insertion of sulfur dioxide using anilines as the aryl source
Published May 31, 2017 · Tong Liu, D. Zheng, Jie Wu
Organic chemistry frontiers
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Abstract
Facile assembly of 3-((arylsulfonyl)methyl)indolin-2-ones via insertion of sulfur dioxide starting from anilines, N-arylacrylamides and DABCO·(SO2)2 is developed. This one-pot reaction proceeds efficiently in dichloroethane, leading to sulfonated oxindoles in good yields. Anilines serve as the aryl source, and the in situ generated sulfonyl radicals from sulfur dioxide as the key intermediates are trapped by N-arylacrylamides to provide the corresponding products. Additionally, a broad reaction scope is observed under mild conditions.
This study developed a one-pot method for synthesis of 3-((arylsulfonyl)methyl)indolin-2-ones using anilines as an aryl source and sulfur dioxide, leading to sulfonated oxindoles in good yields under mild conditions.
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