Transition-Metal-Free Synthesis of Homo- and Hetero-1,2,4-Triaryl Benzenes by an Unexpected Base-Promoted Dearylative Pathway

Mohammad Rehan, Sanjay Maity, Lalit Kumar Morya, Kaushik Pal, Prasanta Ghorai

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

An unprecedented approach for the synthesis of homo- and hetero-1,2,4-triaryl benzenes has been developed using a simple base-mediated reaction of either α-aryl cinnamyl alcohols or α,γ-di-aryl propanones. The salient feature of this strategy involves the sequential hydride transfer, regiospecific condensation, regiospecific dearylation, and aromatization under metal-free reaction conditions. The synthesis of unsymmetrically substituted triphenylenes by oxidative coupling of the synthesized 1,2,4-triaryl benzenes has also been demonstrated.

Original languageEnglish (US)
Pages (from-to)7728-7732
Number of pages5
JournalAngewandte Chemie - International Edition
Volume55
Issue number27
DOIs
StatePublished - Jun 27 2016

Keywords

  • arenes
  • cyclizations
  • materials science
  • regioselectivity
  • synthetic methods

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