Regioselective synthesis of spiro quinazolinones via sequential hydroalkoxylation and intramolecular amide-cyclization of alkynol ureas.

Autor: Biswas, Subhamoy, Bora, Surjya Kumar, Arandhara, Pallav Jyoti, Saikia, Anil K.
Předmět:
Zdroj: New Journal of Chemistry; 6/21/2024, Vol. 48 Issue 23, p10756-10761, 6p
Abstrakt: A TfOH-mediated, metal-free protocol for the synthesis of spiro-furan/pyran quinazolinones through a cascade hydroalkoxylation and intramolecular amide-cyclization reaction of alkynol ureas has been unveiled. This methodology facilitates the generation of highly functionalized spiro-heterocycles with remarkable yields and exclusive regioselectivity. Furthermore, the applicability of the strategy extends to the synthesis of spiro-pyrrolidine quinazolinones. Finally, post-synthetic modification incorporates bromide functionality into the synthesized spiro-heterocycle. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index