4840-91-9Relevant articles and documents
Free-radical cyclization approach to polyheterocycles containing pyrrole and pyridine rings
Khlebnikov, Alexander F.,Mosiagin, Ivan P.,Novikov, Mikhail S.,Spiridonova, Darya V.,Tomashenko, Olesya A.,Tunik, Sergey P.
supporting information, p. 1490 - 1498 (2021/07/02)
A wide range of derivatives with new pyrido[2,1-a]pyrrolo[3,4-c]isoquinoline skeleton was synthesized by free-radical intramolecular cyclization of o-bromophenyl-substituted pyrrolylpyridinium salts using the (TMS)3SiH/AIBN system. The cyclizat
Weinreb Amide Directed Versatile C?H Bond Functionalization under (η5-Pentamethylcyclopentadienyl)cobalt(III) Catalysis
Kawai, Kentaro,Bunno, Youka,Yoshino, Tatsuhiko,Matsunaga, Shigeki
supporting information, p. 10231 - 10237 (2018/07/29)
The (η5-pentamethylcyclopentadienyl)cobalt(III) (Cp*CoIII)-catalyzed C?H bond functionalization of aromatic, heteroaromatic, and α,β-unsaturated Weinreb amides was explored. C?H allylation reactions with the use of allyl carbonate and a perfluoroalkene, oxidative alkenylation reactions with the use of ethyl acrylate, iodination reactions with the use of N-iodosuccinimide, and amidation reactions with the use of dioxazolones were catalyzed by Cp*Co(CO)I2 in the presence of a cationic Ag salt and AgOAc to afford various synthetically useful building blocks. Mechanistic studies of the C?H allylation disclosed that the C?H activation step was rate determining and virtually irreversible.
Diastereoselective C?H Bond Amination for Disubstituted Pyrrolidines
Iovan, Diana A.,Wilding, Matthew J. T.,Baek, Yunjung,Hennessy, Elisabeth T.,Betley, Theodore A.
supporting information, p. 15599 - 15602 (2017/11/16)
We report herein the improved diastereoselective synthesis of 2,5-disubstituted pyrrolidines from aliphatic azides. Experimental and theoretical studies of the C?H amination reaction mediated by the iron dipyrrinato complex (AdL)FeCl(OEt2) provided a model for diastereoinduction and allowed for systematic variation of the catalyst to enhance selectivity. Among the iron alkoxide and aryloxide catalysts evaluated, the iron phenoxide complex exhibited superior performance towards the generation of syn 2,5-disubstituted pyrrolidines with high diastereoselectivity.