Electrophilic Cyclization

  • X. Jiang*
  • , H. Liu
  • *Corresponding author for this work

Research output: Chapter in Book/Report/Conference proceedingChapterpeer-review

24 Scopus citations

Abstract

Electrophilic cyclization reaction has been demonstrated as an efficient tool in the synthesis of a great variety of heterocyclic compounds in many different ring sizes. The rings can be constructed through endo or exo cyclization modes, depending on the different substrates and electrophiles employed. Numerous electrophiles, such as halonium ions (I+, Br+, Cl+, F+), Se, S, Hg, Au, Ag, and Pt could successfully promote the electrophilic cyclizations. These electrophilic cyclization reactions could proceed under relatively mild conditions and tolerate all kinds of functional groups. Most of these methodologies proceed stereo- and regioselectively in excellent yields. In recent years, electrophilic cyclizations have been widely used in the synthesis of pharmaceuticals and natural products. A large number of publications in this field are present. Focusing on the applications of electrophilic cyclization in organic synthesis, the literatures after 1991 are summarized in this chapter, and they are sorted by different electrophiles.

Original languageEnglish
Title of host publicationAdditions to and Substitutions at C-C π-Bonds
PublisherElsevier Ltd
Pages412-494
Number of pages83
Volume4
ISBN (Print)9780080977430
DOIs
StatePublished - Feb 2014

Keywords

  • Ag-catalyzed cyclization
  • Au-catalyzed cyclization
  • Baldwin's rules
  • Electrophile
  • Electrophilic cyclization
  • Halocyclization
  • Hg-catalyzed cyclization
  • Nucleophile
  • Pt-catalyzed cyclization
  • Selenocyclization
  • Sulfenylcyclization
  • Tellurolactonization

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