1. Iodine/Sulfinates: Rapid and Convenient Thiolation of Imidazo Heterocycles without Additives.
- Author
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Redon, Sébastien, Mendes, Anne-Sophie, and Vanelle, Patrice
- Subjects
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IODINE , *SULFINATES , *HETEROCYCLIC compounds , *METHOXY group , *MICROWAVE heating - Abstract
Keywords: sulfinate; sulfenylation; iodine; microwave heating; heterocycles; thiolation EN sulfinate sulfenylation iodine microwave heating heterocycles thiolation 1723 1726 4 08/18/23 20230901 NES 230901 Graph Organic sulfur compounds, especially thioethers, are prominent structural motifs in many bioactive natural products, pharmaceuticals, materials, and agrochemicals. [7] In 2018, the Song group developed a difunctionalization of an imidazopyridine by using a sodium sulfinate and iodine (Scheme 1)..[8] With the base and iodine, they obtained the sulfonylated product exclusively, whereas with iodine and a reducing agent (PPh SB 3 sb ), they obtained the sulfenylated product exclusively. However, the reaction of B 1a b with B 2a b in Et SB 2 sb O as a solvent under basic conditions at 100 °C for 20 hours gave the 3-phenylsulfonylated product B 4a b in only 50% conversion, along with 50% of the 3-iodo compound B 5 b (Table 1, entry 1). [Extracted from the article]
- Published
- 2023
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