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One-step synthesis of benzo[b]thiophenes by aryne reaction with alkynyl sulfides†

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An aryne reaction with alkynyl sulfides affording benzo[b]thiophenes is disclosed. A wide range of 3-substituted benzothiophenes were synthesized from easily available o-silylaryl triflates and alkynyl sulfides in a one-step intermolecular… Click to show full abstract

An aryne reaction with alkynyl sulfides affording benzo[b]thiophenes is disclosed. A wide range of 3-substituted benzothiophenes were synthesized from easily available o-silylaryl triflates and alkynyl sulfides in a one-step intermolecular manner. The synthesis of diverse multisubstituted benzothiophene derivatives involving a pentacyclic compound was achieved by virtue of the good functional group tolerance and versatile C2 functionalizations.

Keywords: aryne reaction; alkynyl sulfides; one step; reaction alkynyl; benzo thiophenes

Journal Title: Chemical Science
Year Published: 2020

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