Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 23, Pages 6535-6539Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo01221a
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Funding
- National Natural Science Foundation of China [22171200]
- Priority Academic Program Development of the Jiangsu Higher Education Institutes (PAPD)
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We report a mild protocol for the synthesis of diverse indoline-fused heterocycles via a photoredox catalysis reaction. The reaction proceeds through a cascade of radical processes and exhibits wide functional-group compatibility.
Indoline-fused heterocycles are prevalent in both naturally and synthetically bioactive molecules. We report herein a mild protocol for alkene carboamination/dearomatization of arylsulfonyl-o-allylanilines via photoredox catalysis in a radical cascade manner, furnishing 1,4-cyclohexadiene-containing indoline-fused heterocycles with high diversity. This reaction proceeds through a cascade of oxidative sulfonamidyl radical formation, 5-exo-trig cyclization, and dearomatization. Moreover, this transformation occurs under redox-neutral conditions and exhibits wide functional-group compatibility.
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