1-Sulfonyl-1,2,3-triazoles, which are readily available through copper-catalyzed azide-alkyne cycloaddition, are stable precursors to Rh–azavinyl carbenes, as well as carbene complexes of other metals. Among other transformations, these reactive intermediates can be used for the introduction of a nitrogen atom into various heterocycles that are important in both synthetic and medicinal chemistr...

In the title compound, C(16)H(14)N(4)O(2)S, the plane of the indole ring is twisted by 70.4 (2)° with respect to the plane of the azidomethyl- substituent. As a result of the electron-withdrawing character of the phenyl-sulfonyl groups, the N-C bond lengths are slightly longer than the anti-cipated value of approximately 1.355 Å for an N atom with a planar configuration. The indole ring is esse...

Two phosphate modifications were introduced into the DNA backbone using Staudinger reaction between 3’,5’-dinucleoside ?-cyanoethyl phosphite triester formed during synthesis and sulfonyl azides, 4-(azidosulfonyl)- N,N,N -trimethylbutan-1-aminium iodide (N+ azide) or p -toluenesulfonyl (tosyl Ts) azide, to provide either a zwitterionic phosphoramidate with N+ modification negatively charged for...

Stevens, M. 2016. Multicomponent Reactions in C/C Chemistry. – Targeting the Angiotensin II Subtype 2 Receptor. Digital Comprehensive Summaries of Uppsala Dissertations from the Faculty of Pharmacy 219. 93 pp. Uppsala: Acta Universitatis Upsaliensis. ISBN 978-91-554-9636-4. Section 1 of this thesis contains an introduction to method development in organic synthesis, multicomponent reactions, su...

The reaction of N-sulfonyl propargylamides in the presence of a base catalyst selectively affords 5-sulfonylmethyl oxazoles via 1,4-sulfonyl migration. Allenes have been established as the key intermediates. Experimental evidence has been provided to support a two-step mechanism in the cyclization.