Targeted C2 Modifiaction of Quinazolines using Azide-Tetrazole Tautomerization Strategy

Balticum Organicum Syntheticum 2024: Abstract Book 2024
Dāgs Dāvis Līpiņš, Irina Novosjolova

Several methods for the modification of quinazoline C4 position are known, but the modification of the C2 position still poses a challenge. We report the use of the sulfonyl group dance for the synthesis of 4-azido-2-sulfonylquinazolines, which obey selective C2 substitution in SNAr reactions. We show further modification of sulfonyl group dance products in Staudinger and CuAAC reactions, as well as in reduction reactions for the synthesis of α1-blockers terazosin and prazosin.

Atslēgas vārdi
Quinazolines, sulfonyl group dance, azide–tetrazole equilibrium
Hipersaite
https://boschem.eu/bos2024/wp-content/uploads/sites/5/2024/07/BOS2024_Abstract-Book.pdf

Līpiņš, D., Novosjolova, I. Targeted C2 Modifiaction of Quinazolines using Azide-Tetrazole Tautomerization Strategy. No: Balticum Organicum Syntheticum 2024: Abstract Book, Latvija, Riga, 7.-10. jūlijs, 2024. Riga: 2024, 89.-89.lpp.

Publikācijas valoda
English (en)