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Article Abstract
Here, a simple, efficient, and practical method for the assembly of 4-(arylthio)isoquinolin-1(2)-ones TBHP-mediated 1,4-difunctionalization of -alkylisoquinolinium iodide salts under metal-free conditions is reported. This strategy features readily available starting materials, operational simplicity, and metal-free conditions. Remarkably, a variety of (hetero)aryl/alkyl thiols, diphenyl disulfide, diphenyl diselenide, and -alkylisoquinolinium bromides or chlorides are compatible with this method, which generates the desired 4-(arylthio)isoquinolin-1(2)-ones in 30-92% yields. The potential synthetic utility is demonstrated by its gram-scale synthesis and derivatizations. The mechanistic experiments indicate that the iodide plays a key role in this transformation.
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Synthesis of 4-(arylthio)isoquinolin-1(2)-ones TBHP-mediated sequential amidation/thioetherification of -alkylisoquinolinium salts.
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