Cascade hydroamination/redox reaction for the synthesis of cyclic aminals catalyzed by a combined gold complex and Brønsted acid.

Chemistry

Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, PR China.

Published: April 2013

Relay catalysis: An unprecedented protocol for the synthesis of cyclic aminals has been realized under the relay catalysis of a gold(I)/Brønsted acid binary system to generate cyclic aminals in excellent yields of up to 99 % with moderate to high diastereoselectivity (see scheme; up to 95:5 d.r.).

Download full-text PDF

Source
http://dx.doi.org/10.1002/chem.201300052DOI Listing

Publication Analysis

Top Keywords

cyclic aminals
12
synthesis cyclic
8
relay catalysis
8
cascade hydroamination/redox
4
hydroamination/redox reaction
4
reaction synthesis
4
aminals catalyzed
4
catalyzed combined
4
combined gold
4
gold complex
4

Similar Publications

Background: Bacterial pathogens frequently encounter host-derived metabolites during their colonization and invasion processes, which can serve as nutrients, antimicrobial agents, or signaling molecules for the pathogens. The essential nutrient choline (Cho) is widely known to be utilized by a diverse range of bacteria and may undergo conversion into the disease-associated metabolite trimethylamine (TMA). However, the impact of choline metabolism on bacterial physiology and virulence remains largely unexplored.

View Article and Find Full Text PDF

A dual antioxidant and antimicrobial bioplastic film endowed with amine-branched poly(lactic acid): Bioactive packaging for electron beam sterilization and food shelf-life extension.

Int J Biol Macromol

December 2024

Center of Radiation Processing for Polymer Modification and Nanotechnology (CRPN), Department of Materials Science, Faculty of Science, Kasetsart University, 50 Ngam Wong Wan Rd., Ladyao, Chatuchak, Bangkok 10900, Thailand; Department of Materials Science, Faculty of Science, Kasetsart University, 50 Ngam Wong Wan Rd., Ladyao, Chatuchak, Bangkok 10900, Thailand. Electronic address:

Cyclic amine-multibranched poly(lactic acid) (mPLA) was prepared as a dual antioxidant and antimicrobial toward PLA active packaging for food shelf-life extension in a case study of bread. The mPLA was coupled with piperidine (PPR) containing a heterocyclic amine derivative, which is a nature-rich bioactive function. The functions of mPLA-PPR enhancing the PLA film performance were studied in comparison with PPR, mPLA and Tinuvin® 770.

View Article and Find Full Text PDF

Self-assembling cyclic peptide nanotubes are fascinating supramolecular systems with promising potential for various applications, such as drug delivery, transmembrane ionic channels, and artificial light-harvesting systems. In this study, we present novel pH-responsive nanotubes based on asymmetric cyclic peptide-polymer conjugates. The pH response is introduced by a tertiary amine-based polymer, poly(dimethylamino ethyl methacrylate) (pDMAEMA) or poly(diethylamino ethyl methacrylate) (pDEAEMA) which is protonated at low pH.

View Article and Find Full Text PDF

Covalent triazine frameworks, with their ordered pores and crystalline structure that exhibit heteroatom impacts, demonstrate outstanding chemical stability, making them designable for charge storage applications. In this study, the TPT@BDA-COF was synthesized using 4',4''',4'''''-(1,3,5-Triazine-2,4,6-triyl)tris(([1,1'-biphenyl]-4-amine)) (TPT) and 4,4'-Oxydibenzaldehyde (BDA) following polycondensation process. Interestingly, these resulted in the fabrication of a well-connected, orderly porous crystalline structure, redox-active moiety, and high doping N (~13.

View Article and Find Full Text PDF

Two new phenyl-sulfonyl-indole derivatives, namely, -{[3-bromo-1-(phenyl-sulfon-yl)-1-indol-2-yl]meth-yl}--(4-bromo-3-meth-oxy-phen-yl)benzene-sulfonamide, CHBrNOS, (), and ,-bis-{[3-bromo-1-(phenyl-sulfon-yl)-1-indol-2-yl]meth-yl}benzene-sulfonamide, CHBrNOS, (), reveal the impact of intra-molecular π-π inter-actions of the indole moieties as a factor not only governing the conformation of ,-bis-(1-indol-2-yl)meth-yl)amines, but also significantly influencing the crystal patterns. For , the crystal packing is dominated by C-H⋯π and π-π bonding, with a particular significance of mutual indole-indole inter-actions. In the case of , the mol-ecules adopt short intra-molecular π-π inter-actions between two nearly parallel indole ring systems [with the centroids of their pyrrole rings separated by 3.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!