In situ generated CF3CHN2 with 3-ylideneoxindoles to access CF3-containing pyrazolo[1,5- c]quinazolines derivatives

RSC Adv. 2024 Nov 14;14(49):36410-36415. doi: 10.1039/d4ra06651k. eCollection 2024 Nov 11.

Abstract

Toward a selective and facile method for the synthesis of CF3-containing pyrazolo[1,5-c]quinazolines, we developed a [3 + 2] cycloaddition/1,3-H shift/rearrangement/dehydrogenation cascade involving in situ generated CF3CHN2 and 3-ylideneoxindoles with DBU as a base. The reaction is distinguished by its mild conditions, metal-free process, operational simplicity, and broad functional group tolerance, thus presenting a convenient protocol for the construction of pyrazolo[1,5-c]quinazolines that are of interest in medicinal chemistry.