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Mechanistic Insights into the Palladium(II)-catalyzed Intramolecular Cyclization of o-Alkynylphenylphosphonamide and N-(o-Alkynylphenyl)acetamide by Electrospray Ionization Mass Spectrometry

✍ Scribed by Jing Zhou; Wei Tang; Yinlong Guo; Yixiang Ding

Book ID: 102101627
Publisher: John Wiley and Sons
Year: 2009
Tongue: English
Weight: 102 KB
Volume: 27
Category: Article
ISSN: 0256-7660
DOI: 10.1002/cjoc.200990292

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✦ Synopsis

Abstract

The intramolecular cyclization of o‐alkynylphenylphosphonamide and N‐(o‐alkynylphenyl)acetamide was monitored by electrospray ionization mass spectrometry (ESI‐MS) and its tandem version (ESI‐MS/MS). The proposed intermediates were successfully intercepted and characterized. In addition, the intermediates composed of the substrate coordinated to the palladium(II) center in the reaction of o‐alkynylphenylphosphonamide were unexpected before, and this interesting phenomenon of the substrate coordination seems associated with the unique structure of substrates.

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