A Synthetic Methodology for Pyrroles from Nitrodienes. Issue 34 (23rd March 2018)

• Record Type: Journal Article
• Authors: EL‐Atawy, Mohamed A.; Ferretti, Francesco; Ragaini, Fabio
• Is Part Of: European journal of organic chemistry. Issue 34(2018)
• Page Start: 4818
• Page End: 4825
• Publication Date: 2018-03-23
• Subjects: C–H activation -- Nitrogen heterocycles -- Nitroalkenes -- Palladium -- Carbon monoxide; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201701814
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : Palladium complexes containing the ligand 4, 7‐dimethoxy‐1, 10‐phenanthroline have been used to catalyze the reductive cyclization of nitrodienes using carbon monoxide as the reductant to give pyrroles. Carbon dioxide was the only stoichiometric byproduct of the reaction. The yields were good and the starting materials can be easily synthesized in two steps by a cross‐aldol condensation reaction followed by a Henry reaction. Different substitution patterns are tolerated by this novel synthetic strategy. Abstract : Palladium complexes containing the ligand 4, 7‐dimethoxy‐1, 10‐phenanthroline catalyze the reductive cyclization of nitrodienes using carbon monoxide as the reductant to give pyrroles. Carbon dioxide is the only stoichiometric byproduct of the reaction.