Total synthesis of the taraxacine A natural product via Ag(i)-catalysed imidate-alkyne cyclization

A domino approach towards β-carboline natural product taraxacine A and its analogues was developed. The main step relies on a silver(i) and base co-catalysed imidate-alkyne cyclization. The reaction tolerates primary and secondary alcohols, and various substitutions in the indole are possible. © 2025 The Royal Society of Chemistry.

Авторы
Zalte R.R. , Festa A.A. , Demidov S.A. , Awuku S.O. , Golubenkova A.S. , Mironov Y.Y. , Golantsov N.E. , Storozhenko O.A. , Novikov A.P. , Voskressensky L.G.
Журнал
Organic and Biomolecular Chemistry
Издательство
Royal Society of Chemistry
Язык
Английский
Статус
Опубликовано
Ссылка
Внешняя ссылка
DOI
10.1039/D4OB01876A
Год
2024
Организации
  • 1 Organic Chemistry Department, Science Faculty, Patrice Lumumba Peoples’ Friendship University of Russia, RUDN University, Miklukho-Maklaya st., 6, Moscow, 117198, Russian Federation
  • 2 Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky prosp., 31 Bldg. 4, Moscow, 119071, Russian Federation
Ключевые слова
Catalysis; Cyclizations; Imidates; Natural products; Primary alcohols; Secondary alcohols; Silvers (i); Total synthesis; β-carboline; Cyclization
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