Preparation of functional benzofurans, benzothiophenes, and indoles using ester, thioester, and amide via intramolecular wittig reactions

Siang En Syu, Yu Ting Lee, Yeong Jiunn Jang, Wenwei Lin

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

Preparation of new types of highly functional benzofurans, benzothiophenes, and indoles is realized via intramolecular Wittig reactions with the corresponding ester, thioester, and amide functionalities. The key intermediates, phosphorus ylides, presumably result from the addition of Bu 3P toward aldehydes followed by acylation and deprotonation. Synthesis of functional benzofurans directly starting from salicylic aldehyde derivatives with acid chlorides in a one-step procedure is also developed.

Original languageEnglish
Pages (from-to)2970-2973
Number of pages4
JournalOrganic Letters
Volume13
Issue number11
DOIs
Publication statusPublished - 2011 Jun 3

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Benzofurans
Indoles
indoles
aldehydes
Aldehydes
Amides
amides
esters
Esters
acylation
Acylation
preparation
Deprotonation
Phosphorus
phosphorus
Chlorides
chlorides
Derivatives
acids
Acids

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Preparation of functional benzofurans, benzothiophenes, and indoles using ester, thioester, and amide via intramolecular wittig reactions. / Syu, Siang En; Lee, Yu Ting; Jang, Yeong Jiunn; Lin, Wenwei.

In: Organic Letters, Vol. 13, No. 11, 03.06.2011, p. 2970-2973.

Research output: Contribution to journalArticle

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