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J Org Chem
; 88(7): 4799-4808, 2023 Apr 07.
Artículo
en Inglés
| MEDLINE
| ID: mdl-36971694
RESUMEN
A facile, base- and catalyst-free synthesis of Morita-Baylis-Hillman and Rauhut-Currier adducts of ß-aminonitroalkenes with different electrophiles such as ethyl glyoxylate, trifluoropyruvate, ninhydrin, vinyl sulfone, and N-tosylazadiene is reported. The products are formed in good to excellent yields at room temperature with a broad substrate scope. The adducts of ninhydrin and ß-aminonitroalkene spontaneously cyclize to fused indenopyrroles. Gram-scale reactions and synthetic transformations of the adducts are also reported here.