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Application of directed metalation in synthesis. Part 4: Expedient synthesis of substituted benzo[b]thiophene and naphthothiophene

✍ Scribed by Chandrani Mukherjee; Sukanta Kamila; Asish De

Book ID
104205392
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
219 KB
Volume
59
Category
Article
ISSN
0040-4020

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✦ Synopsis

A short, simple and inexpensive synthesis of several diversely substituted benzo[b]thiophenes and one naphthothiophene is described. The method involves introduction of methylsulfanyl group ortho-to the amide function of readily available N,N-diethylamides of aryl carboxylic acid by directed metalation. Thioindoxyls, obtained in high yields through side-chain deprotonation and cyclisation in one pot, are reduced to benzo[b]thiophene or napthothiophene.

πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Application of Dire
ChemInform Abstract: Application of Directed Metalation in Synthesis. Part 2. An Expedient Synthesis of Methoxybenzo[b]thiophenes.
✍ Chandrani Mukherjee; Asish De πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 28 KB πŸ‘ 2 views

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