2010•Journal of the American Chemical SocietyOpen access

Cyano Diels−Alder and Cyano Ene Reactions. Applications in a Formal [2 + 2 + 2] Cycloaddition Strategy for the Synthesis of Pyridines

Takeo Sakai, Rick Danheiser

Abstract

Two metal-free, formal [2 + 2 + 2] cycloaddition strategies for the construction of polycyclic pyridine derivatives are described that proceed via pericyclic cascade mechanisms featuring the participation of unactivated cyano groups as enophile and dienophile cycloaddition partners.

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Key concepts: Pericyclic reaction, Cycloaddition, Chemistry, Ene reaction, Pyridine, Formal synthesis, Organic chemistry, Medicinal chemistry