2026-05-07T08:21:34Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/49242021-11-10T09:38:25Zcom_10259_3593com_10259_5086com_10259_2604com_10259_3596col_10259_3594col_10259_3597
Molybdenum-Catalyzed Synthesis of Nitrogenated Polyheterocycles from Nitroarenes and Glycols with Reuse of Waste Reduction By-product
Rubio Presa, Rubén
Pedrosa Sáez, María de los Remedios
Fernández Rodríguez, Manuel A.
Arnáiz García, Francisco Javier
Sanz Díez, Roberto
Química orgánica
Chemistry, Organic
A novel domino reduction/imine formation/intramolecular cyclization/oxidation for the efficient synthesis of pyrrolo(indolo)[1,2-a]quinoxalines and pyrrolo(indolo)[3,2-c]-quinolines from readily available nitrobenzenes and glycols is reported. The process utilizes the carbonyl byproduct of the initial dioxomolybdenum(VI)-catalyzed reduction of nitroaromatics with glycols as a reagent for the imine generation. This method represents the first sustainable domino reaction for the preparation of biologically relevant heterocycles that internally incorporates the waste formed in the first step to the final product.
Junta de Castilla y León and FEDER
(BU076U16) and Ministerio de Economía
y Competitividad
(MINECO) (CTQ2015-70371-REDT and CTQ2016-75023-
C2-1-P)
2018-09-07T10:20:10Z
2018-10-06T02:45:06Z
2017-10
info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
1523-7060
http://hdl.handle.net/10259/4924
10.1021/acs.orglett.7b02792
eng
Organic Letters. 2018, V. 19, n. 19, p. 5470-5473
https://doi.org/10.1021/acs.orglett.7b02792
info:eu-repo/grantAgreement/JCyL/BU076U16
info:eu-repo/grantAgreement/MINECO/CTQ2015-70371-REDT
info:eu-repo/grantAgreement/MINECO/CTQ2016-75023-
C2-1-P
info:eu-repo/semantics/openAccess
application/pdf
American Chemical Society