CYCLOISOMERIZATION – A STRAIGHTFORWARD WAY TO BENZO[<i>h</i>]QUINOLINES AND BENZO[<i>c</i>]ACRIDINES

Авторы

  • Mikhail Anatoljevich Kuznetsov Saint Petersburg State University
  • Alena Sergeevna Pankova Saint Petersburg State University
  • Aleksandr Nikolaevich Shestakov Санкт-Петербургский государственный университет

DOI:

https://doi.org/10.1007/4197

Ключевые слова:

alkynes, benzo[c]acridines, benzo[h]quinolines, pyridines, quinolines, cycloisomerization, synthetic methods

Аннотация

Cycloisomerization of 3-alkynyl-2-arylpyridines and quinolines offers a straightforward approach to benzo[h]quinolines and benzo[c]acridines. Substituent at the triple bond governs a choice between transition metal or Brønsted acid catalysis. A direct electrophilic activation by trifluoromethanesulfonic acid induces an almost quantitative cyclization of the ortho-aryl(phenylethynyl) fragment. PtCl2 efficiently catalyzes cyclization of 2-aryl-3-ethynylhetarenes.

Биографии авторов

Mikhail Anatoljevich Kuznetsov, Saint Petersburg State University

Head of chair (organic chemistry)

Alena Sergeevna Pankova, Saint Petersburg State University

Dozent, chair of organic chemistry

Aleksandr Nikolaevich Shestakov, Санкт-Петербургский государственный университет

Заведующий кафедрой органической химии, д. х. н., профессор

Загрузки

Опубликован

2017-11-27

Выпуск

Том 53 № 10 (2017)

Раздел

Оригинальные статьи