Use of 2-bromophenylboronic esters as benzyne precursors in the Pd-catalyzed synthesis of triphenylenes

Research output: Contribution to journalArticle

Abstract

ortho-Substituted aryl boronates are introduced as aryne precursors for transition-metal-catalyzed transformations. On treatment with tBuOK and Pd(0), metal-bound aryne intermediates are formed that undergo effective trimerization to form useful triphenylene compounds. For meta-substituted arynes, the 3:1 product ratio in favor of non-C3 symmetric material is indicative of a benzyne mechanism. © 2014 American Chemical Society.

Bibliographical metadata

Original languageEnglish
Pages (from-to)2338-2341
Number of pages3
JournalOrganic letters
Volume16
Issue number9
DOIs
StatePublished - 2 May 2014