Journal•ISSN: 0022-3263
Journal of Organic Chemistry
American Chemical Society
About: Journal of Organic Chemistry is an academic journal published by American Chemical Society. The journal publishes majorly in the area(s): Catalysis & Aryl. It has an ISSN identifier of 0022-3263. Over the lifetime, 90666 publications have been published receiving 2710136 citations. The journal is also known as: JOC & Organic chemistry.
Topics: Catalysis, Aryl, Enantioselective synthesis, Cycloaddition, Medicine
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TL;DR: A novel regiospecific copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes to azides on solid-phase is reported, and the X-ray structure of 2-azido-2-methylpropanoic acid has been solved, to yield structural information on the 1, 3-dipoles entering the reaction.
Abstract: The cycloaddition of azides to alkynes is one of the most important synthetic routes to 1H-[1,2,3]-triazoles. Here a novel regiospecific copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes to azides on solid-phase is reported. Primary, secondary, and tertiary alkyl azides, aryl azides, and an azido sugar were used successfully in the copper(I)-catalyzed cycloaddition producing diversely 1,4-substituted [1,2,3]-triazoles in peptide backbones or side chains. The reaction conditions were fully compatible with solid-phase peptide synthesis on polar supports. The copper(I) catalysis is mild and efficient (>95% conversion and purity in most cases) and furthermore, the X-ray structure of 2-azido-2-methylpropanoic acid has been solved, to yield structural information on the 1,3-dipoles entering the reaction. Novel Fmoc-protected amino azides derived from Fmoc-amino alcohols were prepared by the Mitsunobu reaction.
7,397 citations
TL;DR: 1H and 13C chemical shifts of what are, in the authors' experience, the most popular “extra peaks” in a variety of commonly used NMR solvents are collected, in the hope that this will be of assistance to the practicing chemist.
Abstract: In the course of the routine use of NMR as an aid for organic chemistry, a day-to-day problem is the identification of signals deriving from common contaminants (water, solvents, stabilizers, oils) in less-than-analytically-pure samples. This data may be available in the literature, but the time involved in searching for it may be considerable. Another issue is the concentration dependence of chemical shifts (especially 1H); results obtained two or three decades ago usually refer to much more concentrated samples, and run at lower magnetic fields, than today’s practice. We therefore decided to collect 1H and 13C chemical shifts of what are, in our experience, the most popular “extra peaks” in a variety of commonly used NMR solvents, in the hope that this will be of assistance to the practicing chemist.
3,225 citations
TL;DR: In this article, a table of donnees (pour de nombreux solvants) des valeurs des parametres M*, α and β donnant respectivement la polarisabilite du solvant, son pouvoir de donneur de proton, and d'accepteur de protons dans les liaisons hydrogene solute-solvant
Abstract: Table de donnees (pour de nombreux solvants) des valeurs des parametres M*, α et β donnant respectivement la polarisabilite du solvant, son pouvoir de donneur de proton, et d'accepteur de protons dans les liaisons hydrogene solute-solvant
3,161 citations
TL;DR: Conversion de cyclohexanol, octanol, alcool benzylique and des alcools dimethoxy-and trimethoxy benzyliques par oxydation avec le triacetoxy-1, 1, 1 benzoiodoxole-1 2 one-3
Abstract: Conversion de cyclohexanol, octanol, alcool benzylique et des alcools dimethoxy- et trimethoxy benzyliques par oxydation avec le triacetoxy-1,1,1 benzoiodoxole-1,2 one-3
2,732 citations
2,400 citations