Details

Autor(en) / Beteiligte

• Singh, Sangh Priya
• Tripathi, Shashank
• Yadav, Anamika
• Kant, Ruchir
• Srivastava, Hemant Kumar
• Srivastava, Ajay Kumar

Titel

Synthesis of β- and γ-lactam fused dihydropyrazinones from Ugi adducts via a sequential ring construction strategy

Ist Teil von

• Chemical communications (Cambridge, England), 2020-10, Vol.56 (84), p.12789-12792

Ort / Verlag

Cambridge: Royal Society of Chemistry

Erscheinungsjahr

2020

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A modular approach for the construction of β- and γ-lactam fused dihydropyrazinones from the readily available Ugi adducts has been described. The sequential construction of rings through base-mediated cycloisomerization followed by acid-mediated cyclization yielded β-lactam fused dihydropyrazinones. However, the Ugi-derived dihydropyrazinones afforded γ-lactam fused dihydropyrazinones under base-mediated cycloisomerization. The regioselectivity in the cycloisomerization reactions is explained on the basis of ring-strain. Substrate scope, limitations and mechanistic investigations through DFT-calculations have been explored.