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ISSN 1998-9539

Click Synthesis of Triazole-Linked Polyazamacrocycles through Selective Isopimaric Acid Transformations

Marya A. Gromova,a Yurii V. Kharitonov,b  Tatyana V. Rybalova,b and Elvira E. Shultsb@

aNovosibirsk State Pedagogical University (NSPU), 630126 Novosibirsk, Russia

bNovosibirsk Institute of Organic Chemistry SB RAS (NIOCH SB RAS), 630090 Novosibirsk, Russia

@Corresponding author E-mail: schultz@nioch.nsc.ru

 

DOI: 10.6060/mhc200817s

 

The first macrocyclic pimarane type diterpenoids containing fragments of 1,2,3-triazole and tricyclic diterpenoid isopimaric acid moieties were synthesized. The key step was the CuAAC reaction of various diazides with the dialkyne derivative obtained from 16-(carboxyphenyl)isopimaric acid. The molecular structure of the macrocyclic compound with 1,5-diazopentane unit  was determined by single crystal X-ray diffraction analysis.