CuCN-Catalyzed Synthesis of 11-R1-5,6-Dihydro-1H-pyrrolo[2,1-b][3]benzazepines from 1-R1-1-Ethynyl-2-vinyl-1,2,3,4-tetrahydroisoquinolines

A two-step protocol, involving Michael addition with following C-1 alkynylation of readily available 1-R1-substituted tetrahydroisoquinolines with methyl propiolate and CuCN-mediated intramolecular cyclization, was employed to obtain 11-R1-substituted 1H-pyrrolo[2,1-b][3]benzazepines. A method for converting 1H-pyrrolo[2,1-b][3]benzazepines into their structural isomers has been developed. © 2025 American Chemical Society

Номер выпуска
35
Язык
English
Страницы
12490-12495
Статус
Published
Том
90
Год
2025
Организации
  • 1 Department of Organic Chemistry, RUDN University, Moscow, Moscow Oblast, Russian Federation
Ключевые слова
Addition reactions; Copper compounds; Plants (botany); Synthesis (chemical); Alkynylations; Catalyzed synthesis; Ethynyl; Intramolecular cyclizations; Michael additions; Structural isomers; Tetrahydroisoquinolines; Two-step protocol; Isomers; 5,6 dihydro 1 h pyrrolo[2,1 b ][3]benzazepine derivative; benzazepine derivative; copper; cyanide; tetrahydroisoquinoline derivative; unclassified drug; alkynylation; Article; carbon nuclear magnetic resonance; catalysis; chemical modification; controlled study; cyclization; electrospray; environmental temperature; Fourier transform infrared spectroscopy; heteronuclear multiple bond correlation; heteronuclear multiple quantum coherence; isomer; Michael addition; microwave irradiation; nuclear Overhauser effect; nucleophilicity; proton nuclear magnetic resonance; reaction analysis; reaction time; rearrangement reaction; structure analysis; substitution reaction; synthesis; thin layer chromatography
Цитировать
Поделиться

Другие записи

Demattê José Alexandre Melo, Poppiel Raul Roberto, Novais J.J.M., Rosin Nícolas Augusto, Minasny Budiman B., Savin Igor Yuryevich, Grunwald Sabine, Chen Songchao, Hong Yongsheng, Huang Jingyi, Chabrillat Sabine, Van Lier Quirijn De Jong, Ben-Dor Eyal, Gomez Cécile, Ganlin Zhang, Amorim Merilyn Taynara Accorsi, Vogel Letícia Guadagnin, Rosas Jorge Tadeu Fim, Milewski Robert, Gholizadeh Asa ...
Innovation. Том 6. 2025.