3 years ago

Ugi Multicomponent Reaction Based Synthesis of Medium-Sized Rings

Ugi Multicomponent Reaction Based Synthesis of Medium-Sized Rings
Alexander Dömling, Arianna Rossetti, Rudrakshula Madhavachary, Katarzyna Kurpiewska, Eman M. M. Abdelraheem, Shabnam Shaabani, Justyna Kalinowska-Tłuścik
An Ugi multicomponent reaction based two-step strategy was applied to generate medium-sized rings. In the first linear expansion phase, a series of diamines reacted with cyclic anhydrides to produce different lengths of terminal synthetic amino acids as the starting material for the second phase. The Ugi-4-center 3-component reaction was utilized to construct complex medium-sized rings (8–11) by the addition of isocyanides and oxo components. This method features mild conditions and a broad substrate scope.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b03094

DOI: 10.1021/acs.orglett.7b03094

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