Synthesis and structural determination of 5H‐benzocyclohepten‐5,8‐imines

John C. Dicesare, Jason P. Burgess, S. Wayne Mascarella, F. Ivy Carroll, Richard B. Rothman

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

<div class="line" id="line-70"> Treatment of 4&hyphen;hydroxy&hyphen; <i> N </i> &hyphen;methylisoquinolinium iodide with triethylamine in tetrahydrofuran or acetonitrile forms 2&hyphen;methyl&hyphen;4&hyphen;oxidoisoquinolinium (2)&nbsp; <i> in situ. </i> &nbsp;Once formed,&nbsp;2&nbsp;can be trapped with dipolarophiles possessing varying degrees of activation to form the 5 <i> H </i> &hyphen;benzocyclohepten&hyphen;5,8&hyphen;imine ring system. Various 2&hyphen;D nmr experiments were used in the identification of the stereochemical and regiochemical assignments for the ring system.</div><div class="line" id="line-117"> <br/></div><div class="line" id="line-120"> <br/></div>
Original languageAmerican English
JournalJournal of Heterocyclic Chemistry
Volume31
DOIs
StatePublished - Jan 1994

DC Disciplines

  • Physical Sciences and Mathematics
  • Chemistry

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