Gold(I)‐Catalyzed Carbothiolation via Rearrangement of S‐Propargyl Group: An Access to 3‐Allenyl or 3‐Indenyl Benzo[ <i>b</i> ]thiophenes

نویسندگان

چکیده

A series of 3-allenyl benzo[b]thiophenes were synthesized through a gold(I)-catalyzed domino reaction. The process consists in 5-endo-dig cyclization with C−S bond formation and consecutive S-to-C propargyl migration via [3,3]-sigmatropic Claisen rearrangement. With aryl substituents on both triple bonds the substrate, subsequent intramolecular hydroarylation formed allenyl system led to 3-indenyl benzo[b]thiophenes. From substrate bearing 3-butynol moiety diverse fused O-heterocycles have been obtained hydroalkoxylation. gold-mediated 1,3-migration involving rearrangement is also described.

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ژورنال

عنوان ژورنال: Advanced Synthesis & Catalysis

سال: 2022

ISSN: ['1615-4169', '1615-4150']

DOI: https://doi.org/10.1002/adsc.202201000