Two-Step, One-Pot Synthesis of Visible-Light-Responsive 6-Azopurines

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Abstract

The first general two-step, one-pot syntheticroute to 6-azopurines is presented. Microwave-assistednucleophilic aromatic substitution of protected 6-chloropurineswith hydrazines or hydrazides, followed by metal-free oxidationwith oxygen, gives 6-azopurines in high to excellent yields.Photophysical studies revealed intensive n−π* absorption bandthat makes trans-to-cis photoswitching possible using visiblelight (λ = 530 nm).

Original languageEnglish
Pages (from-to)5090-5093
Number of pages4
JournalOrganic letters
Volume19
Issue number19
DOIs
Publication statusPublished - 6-Oct-2017

Keywords

  • REVERSIBLE PHOTOREGULATION
  • AZOBENZENE PHOTOSWITCHES
  • PHOTOCHROMIC PROPERTIES
  • SELICICLIB CYC202
  • ARYL HYDRAZIDES
  • R-ROSCOVITINE
  • CELL-DEATH
  • DERIVATIVES
  • INHIBITORS
  • NUCLEOSIDE

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