Access to N-Fused Quinazolinones by Radical-Promoted Cascade Annulations of Alkenyl N-Cyanamides with Aromatic Aldehydes - Archive ouverte HAL
Article Dans Une Revue Journal of Organic Chemistry Année : 2024

Access to N-Fused Quinazolinones by Radical-Promoted Cascade Annulations of Alkenyl N-Cyanamides with Aromatic Aldehydes

Résumé

A cascade radical cyclization of alkenyl N-cyanamides with aromatic aldehydes has been achieved for an expeditious synthesis of keto-methylated dihydropyrroloquinazolinones. Benzoyl radicals, generated from aryl aldehydes in the presence of di-tertbutyl peroxide (DTBP), promoted the domino annulations leading to distinctive functionalized quinazolinones in good yields. In addition, the robustness of the present protocol is validated by employing heterocyclic and natural product-based aldehydes.

Domaines

Chimie organique
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Dates et versions

hal-04733233 , version 1 (11-10-2024)

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Chada Raji Reddy, Anootha Neeliveettil, Uprety Ajaykumar, Nagender Punna, Luc Neuville, et al.. Access to N-Fused Quinazolinones by Radical-Promoted Cascade Annulations of Alkenyl N-Cyanamides with Aromatic Aldehydes. Journal of Organic Chemistry, 2024, 89 (10), pp.7115-7124. ⟨10.1021/acs.joc.4c00494⟩. ⟨hal-04733233⟩
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