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Hydroxy-containing cyclic ethers react with thermally generated benzynes to produce aryl ethers. Diverse reactivity was observed. Cleavage of the cyclic ether was involved in most of the pathways. The transformations are rationalized via initial formation of oxonium ion-containing 1,3-zwitterions arising from preferential nucleophilic attack on the benzyne by the ether oxygen. Pinacol-like rearrangements, including ring expansion, to yield aldehydes or ketones and oxirane fragmentations to generate aryl enol ethers were main competing events.
This article was published in the following journal.
Name: Organic letters
The endocyclic ring expansion of N-heterocyclic carbene (NHC) rings containing one N atom and one P, N, C, O or S heteroatoms has been investigated in a computational study. Ring expansion was determi...
The effect of ring substitution on the kinetics of reaction of arenes, heterocycles and alkenes with hydroxyl radical is investigated in terms of reactivity and selectivity, using laser flash photolys...
Anilines have been shown to be especially susceptible to single-electron oxidation by excited triplet-state photosensitizers (sens*), and thus, are good potential candidates to probe the oxidative pro...
The first structures exhibiting bidentate (N, O) chelation of a morpholine group to a p-block element (aluminum) have been prepared and characterized by X-ray diffraction methods: Al[L] [WCA], where [...
β-lactam antibiotics, which are used to treat infectious diseases, are currently the most widely used class of antibiotics. This study focused on the chemical reactivity of five- and six-membered rin...
The purpose of the study is to assess the performance and safe use of the vaginal ring applicator as an optional aid for insertion of a placebo vaginal ring into the vagina in healthy wome...
The purpose of this study is to evaluate the efficacy of the etonogestrel (ENG) + 17β-estradiol (E2) vaginal ring compared to placebo vaginal ring in the treatment of dysmenorrhea at Trea...
A Two-Cohort, Open-Label, Randomised, Three-Period Crossover Trial In Healthy HIV-Negative Women To Assess The Effect Of Menses And Tampon Use On The Pharmacokinetics Of Dapivirine, Delive...
The study investigates four vaginal ring groups with respect to relief of primary dysmenorrhea, and should identify at least one vaginal ring that shows clinically relevant treatment effic...
This prospective, randomized, single-blinded, placebo controlled trial will examine the safety and pharmacokinetics (PK) of a polyurethane tenofovir disoproxil fumarate (TDF) vaginal ring ...
A technique for detecting short-lived reactive FREE RADICALS in biological systems by providing a nitrone or nitrose compound for an addition reaction to occur which produces an ELECTRON SPIN RESONANCE SPECTROSCOPY-detectable aminoxyl radical. In spin trapping, the compound trapping the radical is called the spin trap and the addition product of the radical is identified as the spin adduct. (Free Rad Res Comm 1990;9(3-6):163)
Synthetic analogs of NUCLEIC ACIDS composed of morpholine ring derivatives (MORPHOLINES) linked by phosphorodimidates. One standard DNA nucleic acid base (ADENINE; GUANINE; CYTOSINE; OR THYMINE) is bound to each morpholine ring.
Sugar analogs in which the ring oxygen is replaced by a sulfur.
Sugar analogs in which the ring oxygen is replaced by a methylene CH2 carbon.
A group of SESQUITERPENES and their analogs that contain a peroxide group (PEROXIDES) within an oxepin ring (OXEPINS).