Copper-Catalyzed Redox-Neutral Cyanoalkylarylation of Activated Alkenes with Cyclobutanone Oxime EstersJun Wu, Jiayu Zhang, Pin Gao et al.|The Journal of Organic Chemistry|2017 The copper-catalyzed cyclization of activated alkenes with cyclobutanone O-acyl oximes under redox-neutral conditions has been reported. This facile protocol provided an efficient approach to a variety of cyanoalkylated oxindoles and dihydroquinolin-2(1H)-ones with a broad substrate scope and excellent functional group tolerance. In this reaction, sequential C-C bond cleavage, radical addition, and cyclization processes were involved, wherein multiple bonds were constructed in a one-pot reaction. Mechanistic studies suggest that the reaction probably proceeded via a radical pathway.
Late-stage C(sp<sup>2</sup>)–H and C(sp<sup>3</sup>)–H glycosylation of <i>C</i>-aryl/alkyl glycopeptides: mechanistic insights and fluorescence labeling-aryl glycosides, while enabling the assembly of fluorescent-labeled glycoamino acids. The C-H activation approach represents an expedient and efficient strategy for peptide late-stage diversification in a programmable as well as chemo-, regio-, and diastereo-selective fashion.
Peptide Late-Stage Diversifications by Rhodium-Catalyzed Tryptophan C7 AmidationStructure and Synthesis of the Natural Heptachloro-1′-methyl-1,2′-bipyrrole (Q1)Jun Wu, Walter Vetter, Gordon W. Gribble et al.|Angewandte Chemie International Edition|2002 Which organism produces it? The natural product Q1 is 64 % chlorine and every third atom is a halogen, but the source of Q1 is unknown. Synthetic Q1, made for the first time, has identical chromatographic and spectroscopic properties to those of Q1 extracted from environmental samples.
Efficient pyrido[1,2-a]benzimidazole formation from 2-aminopyridines and cyclohexanones under metal-free conditionsYanjun Xie, Jun Wu, Xingzong Che et al.|Green Chemistry|2015 Pyrido[1,2-<italic>a</italic>]benzimidazole derivatives were selectively prepared from 2-aminopyridines and cyclohexanones under metal free conditions.