Formation of cyclic sulfonamides via an unusual 8-endo-trig Heck olefination reaction

Johannes E.M.N. Klein, Helge Muller-Bunz, Yannick Ortin, Paul Evans

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

The synthesis of the novel benz[c]azocines, 11a and 11b was achieved following an 8-endo-trig selective intramolecular Heck reaction. Optimisation of this reaction demonstrated that inclusion of both tetra-n-butylammonium sulfate and water was essential for its success. No products from the corresponding 7-exo-trig process were encountered under these conditions.

Original languageEnglish (US)
Pages (from-to)7187-7190
Number of pages4
JournalTetrahedron Letters
Volume49
Issue number50
DOIs
StatePublished - Dec 8 2008

Bibliographical note

Funding Information:
We would like to thank UCD for financial support and Dr. Dilip Rai for high resolution mass spectrometry.

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