Formation of C(sp2)Boronate Esters by Borylative Cyclization of Alkynes Using BCl3

Andrew J. Warner, James R. Lawson, Valerio Fasano, Michael J. Ingleson*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

92 Citations (Scopus)

Abstract

BCl3is an inexpensive electrophile which induces the borylative cyclization of a wide range of substituted alkynes to regioselectively form polycycles containing synthetically versatile C(sp2)boronate esters. It proceeds rapidly, with good yields and is compatible with a range of functional groups and substitution patterns. Intermolecular 1,2-carboboration of alkynes is also achieved using BCl3to generate trisubstituted vinyl boronate esters.

Original languageEnglish
Pages (from-to)11245-11249
Number of pages5
JournalAngewandte Chemie - International Edition
Volume54
Issue number38
DOIs
Publication statusPublished - 1 Jan 2015

Keywords

  • alkynes
  • boron
  • cyclizations
  • heterocycles
  • synthetic methods

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