Transition-Metal-Free Synthesis of 4-Alkynylquinazolines

Uçar, Sefa; Daştan, Arif

doi:10.1002/ejoc.202200131

Makale Tam Makale Uluslararası 2022

Transition-Metal-Free Synthesis of 4-Alkynylquinazolines

Sefa Uçar, Arif Daştan

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY Cilt 2022 · Sayı 13 · 01.04.2022

DOI ile aç

Özet

Protocols have been developed that allow easy access to 4-alkynylquinazolines under transition-metal-free conditions. The ring opening reaction of 4-(benzofuran-2-yl)quinazolines obtained from the arylation of quinazolines with benzofuran is the first way to achieve 4-alkynylquinazolines. Direct alkynylation of quinazolines with terminal alkynes in the presence of n-BuLi and iodine or with alkynyl Grignard reagents is another strategy. Desilylation of 4-((trimethylsilyl)ethynyl)quinazolines obtained by direct alkynation is the third approach to give 4-alkynylquinazolines. It has also been shown that the protocols are applicable for scale-up synthesis.

Anahtar kelimeler

SERIES Quinazoline CONSTRUCTION Synthetic methods CONVENIENT Ring opening Aromatic substitution CYCLIZATION Alkynylation C-C coupling

Atıf için künye

Uçar, S., & Daştan, A. (2022). Transition-Metal-Free Synthesis of 4-Alkynylquinazolines. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022(13). https://doi.org/10.1002/ejoc.202200131

BibTeX

@article{ucar2022-70681,
  author = {Uçar, Sefa and Daştan, Arif},
  title = {Transition-Metal-Free Synthesis of 4-Alkynylquinazolines},
  journal = {EUROPEAN JOURNAL OF ORGANIC CHEMISTRY},
  year = {2022},
  volume = {2022},
  number = {13},
  issn = {1434-193X},
  doi = {10.1002/ejoc.202200131},
  url = {https://akademik.atauni.edu.tr/yayinlar/70681-transition-metal-free-synthesis-of-4-alkynylquinazolines}
}