An easily scalable and highly diastereoselective synthesis of challenging 1,2,5,6,11,11b-hexahydro-3H-imidazo[1′,2′:1,2]pyrido[3,4-b]indol-3-ones is accomplished through divergent transformation of Ugi 4-CR products. The trimethylsilyl trifluoromethanesulfonate (TMSOTf) mediated intramolecular condensation of a series of Ugi 4-CR adducts generates a N-acylimidinium intermediate which undergoes ring closure to selectively afford the target title compounds in good to high yields.
Diastereoselective Synthesis of High Functionalized 4‐Imidazolidinone‐Tetrahydro‐β‐Carboline Hybrids via Divergent Post‐Ugi Transformation
Morlacci, Valerio;Arcadi, Antonio
;Aschi, Massimiliano;Chiarini, Marco;Momoli, Caterina;Palombi, Laura;Vece, Vito
2024-01-01
Abstract
An easily scalable and highly diastereoselective synthesis of challenging 1,2,5,6,11,11b-hexahydro-3H-imidazo[1′,2′:1,2]pyrido[3,4-b]indol-3-ones is accomplished through divergent transformation of Ugi 4-CR products. The trimethylsilyl trifluoromethanesulfonate (TMSOTf) mediated intramolecular condensation of a series of Ugi 4-CR adducts generates a N-acylimidinium intermediate which undergoes ring closure to selectively afford the target title compounds in good to high yields.File in questo prodotto:
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