Preparation of functionalized heteroaromatics using an intramolecular Wittig reaction

Utpal Das, Yi Ling Tsai, Wen-Wei Lin

Research output: Contribution to journalReview article

18 Citations (Scopus)

Abstract

The development of efficient methods for the synthesis of heteroaromatic compounds is always of great importance for chemists. In this 'Perspective', we describe a general approach for the synthesis of functionalized heteroaromatics via intramolecular Wittig reactions. In all cases, the reaction proceeds via in situ generated phosphorus ylides. We especially emphasize the importance of chemoselective intramolecular Wittig reactions using designed Michael acceptors and suitable acyl chloride as trapping reagents, which allows formation of two different classes of heteroaromatics from the same substrates. This metal-free approach is quite general and works in a number of examples, furnishing the corresponding products in moderate to good yields under relatively mild reaction conditions. This journal is

Original languageEnglish
Pages (from-to)4044-4050
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume12
Issue number24
DOIs
Publication statusPublished - 2014 Jun 28

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Phosphorus
Chlorides
Metals
preparation
Substrates
synthesis
reagents
phosphorus
trapping
chlorides
products
metals

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Preparation of functionalized heteroaromatics using an intramolecular Wittig reaction. / Das, Utpal; Tsai, Yi Ling; Lin, Wen-Wei.

In: Organic and Biomolecular Chemistry, Vol. 12, No. 24, 28.06.2014, p. 4044-4050.

Research output: Contribution to journalReview article

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