An innovative synthesis of tertiary hydroxyl thieno[2,3-d]pyrimidinone skeleton: Natural-like product from the tandem reaction of o-aminothienonitrile and carbonyl compound

Junjuan Yang, Daxin Shi, Pengfei Hao, Deli Yang, Qi Zhang, Jiarong Li*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

A straightforward base accelerant tandem protocol for the synthesis of the tertiary hydroxyl natural-like thieno[2,3-d]pyrimidinone skeleton was developed from the cyclocondensation of o-aminothienonitrile and carbonyl compound. The reaction process includes PDF conversion and photo-catalytic oxygenation. This synthetic strategy offers an alternative method for regioselective construction of tertiary hydroxylated thieno[2,3-d]pyrimidinone architectures with kinetic, thermodynamic control, and six-member ring effect.

Original languageEnglish
Pages (from-to)2455-2461
Number of pages7
JournalTetrahedron Letters
Volume57
Issue number22
DOIs
Publication statusPublished - 1 Jun 2016

Keywords

  • Carbonyl compound
  • PDF conversion
  • Photo-catalytic oxygenation
  • Tertiary hydroxylated thieno[2,3-d]
  • o-Aminothienonitrile
  • pyrimidinone

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