One-pot reaction of 2-formylbenzoates, hexamethyldisilazane, and diethyl phosphite in the presence of Yb(OTf)3: Synthesis of 3-phosphonate phthalides

Lianjin Zhang, Ji Hui Kim, Doo Ok Jang

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Reaction of 2-formylbenzoates with hexamethyldisilazane and diethyl phosphite in the presence of Yb(OTf)3 proceeded smoothly at room temperature to afford addition adducts, which were readily cyclized to 3-phosphonate phthalides by adding trifluoroacetic acid (TFA). The reactions employing Sc(OTf)3 instead of Yb(OTf)3 produced 3-phosphonate isoindolinones without addition of TFA.

Original languageEnglish
Pages (from-to)1985-1988
Number of pages4
JournalTetrahedron Letters
Volume58
Issue number20
DOIs
Publication statusPublished - 2017 Jan 1

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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