Photoredox-catalyzed hydrosulfonylation reaction of electron-deficient alkenes with substituted Hantzsch esters and sulfur dioxide?
Chemical Communications Pub Date: 2019-04-29 DOI: 10.1039/C9CC03004B
Abstract
A sulfonylation reaction of 4-substituted Hantzsch esters, DABCO·(SO2)2, and electron-deficient alkenes at room temperature in the presence of photoredox catalysis under visible light irradiation is described. Not only (E)-chalcones but also (vinylsulfonyl)benzene and 2-vinylpyridine are all suitable substrates in the transformation. This sulfonylation reaction under mild conditions shows a broad substrate scope with a good functional group compatibility. A plausible mechanism is proposed, which shows that the 4-substituted Hantzsch esters would be radical reservoirs under photoredox catalysis. The alkyl radical generated in situ from the 4-substituted Hantzsch ester would be trapped by sulfur dioxide to produce an alkylsulfonyl radical, which would then undergo further transformation leading to the final outcome.
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Journal Name：Chemical Communications
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CAS no.: 89640-58-4
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