In the original article, compound 1f, ethyl 2-nitro-3-(thiophen-2-yl)acrylate was incorrectly assigned as the E isomer on the base of a NOESY NMR experiment. Reinvestigation of this assignment using different parameters evidenced that compound 1f is the Z isomer. We apologize for the error. The stereochemistry of the other compounds reported in the table is correct. The amended version of Tableà, entry 5 is reported below: The Authors 3 Palladium catalyzed cyclization of substituted 2- and 3-(2-nitrovinyl)thiophenes to thienopyrroles: reaction scope and limitation (Figure presented.) Reaction conditions: 1 (0.5 mmol), [Pd(Phen)2][BF4]2 (0.01 mmol), CH3CN (15 mL), Et3N (400 µL, 2.9 mmol), 150 °C, PCO = 5 bar, 3 h. Molar ratio 1a/L7/Pd = 50:8:1. Isolated yield. The product was detected by GC-MS but it was not possible to isolate it in a pure form. We thank Dr. Ruslan I. Baichurin and Prof. Sergey V. Makarenko (Organic chemistry department of Herzen State Pedagogical University of Russia) for suggesting us to reinvestigate our assignment.

Corrigendum to: Palladium-Catalyzed Intramolecular Cyclization of Nitroalkenes: Synthesis of Thienopyrroles: Palladium-Catalyzed Intramolecular Cyclization of Nitroalkenes: Synthesis of Thienopyrroles (European Journal of Organic Chemistry, (2017), 2017, 14, (1902-1910), 10.1002/ejoc.201700165) / M.A. EL-Atawy, F. Ferretti, F. Ragaini. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2019:30(2019), pp. 4968-4968. [10.1002/ejoc.201901022]

Corrigendum to: Palladium-Catalyzed Intramolecular Cyclization of Nitroalkenes: Synthesis of Thienopyrroles: Palladium-Catalyzed Intramolecular Cyclization of Nitroalkenes: Synthesis of Thienopyrroles (European Journal of Organic Chemistry, (2017), 2017, 14, (1902-1910), 10.1002/ejoc.201700165)

F. Ferretti
Secondo
;
F. Ragaini
Ultimo
2019

Abstract

In the original article, compound 1f, ethyl 2-nitro-3-(thiophen-2-yl)acrylate was incorrectly assigned as the E isomer on the base of a NOESY NMR experiment. Reinvestigation of this assignment using different parameters evidenced that compound 1f is the Z isomer. We apologize for the error. The stereochemistry of the other compounds reported in the table is correct. The amended version of Tableà, entry 5 is reported below: The Authors 3 Palladium catalyzed cyclization of substituted 2- and 3-(2-nitrovinyl)thiophenes to thienopyrroles: reaction scope and limitation (Figure presented.) Reaction conditions: 1 (0.5 mmol), [Pd(Phen)2][BF4]2 (0.01 mmol), CH3CN (15 mL), Et3N (400 µL, 2.9 mmol), 150 °C, PCO = 5 bar, 3 h. Molar ratio 1a/L7/Pd = 50:8:1. Isolated yield. The product was detected by GC-MS but it was not possible to isolate it in a pure form. We thank Dr. Ruslan I. Baichurin and Prof. Sergey V. Makarenko (Organic chemistry department of Herzen State Pedagogical University of Russia) for suggesting us to reinvestigate our assignment.
C-H amination; Nitroalkenes; Nitrogen heterocycles; Palladium; Sulfur heterocycles
Settore CHIM/03 - Chimica Generale e Inorganica
Settore CHIM/06 - Chimica Organica
2019
13-ago-2019
http://hdl.handle.net/2434/491412
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