Solvent-controlled selective transformation of 2-Bromomethyl-2-methylaziridines to functionalized Aziridines and Azetidines [PDF]
, 2012 The reactivity of 2-bromomethyl-2-methylaziridines toward oxygen, sulfur, and carbon nucleophiles in different solvent systems was investigated. Remarkably, the choice of the solvent has a profound influence on the reaction outcome, enabling the ...
Catak, Saron +7 more
core +1 more source
Intramolecular pi-pi stacking interactions in 2-substituted N,N-dibenzylaziridinium ions and their regioselectivity in nucleophilic ring-opening reactions [PDF]
, 2009 The ring opening of 2-substituted N,N-dibenzylaziridinium ions by bromide is known to occur exclusively at the Substituted aziridine carbon atom via ail S(N)2 mechanism, whereas the opposite regioselectivity has been observed as the main pathway for ring
Catak, Saron +4 more
core +2 more sources
Intramolecular Azide to Alkene Cycloadditions for the Construction of Pyrrolobenzodiazepines and Azetidino-Benzodiazepines [PDF]
, 2014 The coupling of proline- and azetidinone-substituted alkenes to 2-azidobenzoic and 2-azidobenzenesulfonic acid gives precursors that undergo intramolecular azide to alkene 1,3-dipolar cycloadditions to give imine-, triazoline- or aziridine-containing ...
Antonow +9 more
core +2 more sources
Beilstein Journal of Organic Chemistry, 2022 Alkyl 2-diazo-3-oxoalkanoates generate alkoxycarbonylketenes, which undergo an electrophilic ring expansion with aziridines to afford alkyl 2-(oxazolin-2-yl)alkanoates in good to excellent yields under microwave heating.
Yelong Lei, Jiaxi Xu
doaj +1 more source
A Simpler Route for Making Nitrogen-Alkene Rings [PDF]
, 2014 A common nitrogen building block used in many natural product and drug syntheses can now be made in its unprotected form in a single step.
Aggarwal, Varinder K., Turkmen, Yunus
core +3 more sources
Molecules, 2019 The design and synthesis of functionalized isoindigo compounds by reaction of isoindigo with (S)-glycidyl tosylate, epibromohydrin, 2-(bromomethyl)-1-(arylsulfonyl)aziridine, and 2-(bromomethyl)-1-(alkylsulfonyl)aziridine in the presence of MeONa proceed
Gholamhossein Khalili +3 more
doaj +1 more source
Nitrene Transfer Catalyzed by a Non-Heme Iron Enzyme and Enhanced by Non-Native Small-Molecule Cofactors [PDF]
, 2019 Transition-metal catalysis is a powerful tool for the construction of chemical bonds. Here we show that a non-heme iron enzyme can catalyze olefin aziridination and nitrene C–H insertion, and that these activities can be improved by directed evolution ...
Arnold, Frances H. +3 more
core +1 more source
Studies on the synthesis of α−iodoaziridines and improved conditions for the synthesis of alkyl-α-iodoaziridines using ClMgCHI2 [PDF]
, 2015 α-Iodoaziridines are unusual motifs and intriguing structures for further functionalisation of the intact aziridine. The preparation of N-protected α-iodoaziridines is achieved through an addition-cyclisation reaction of LiCHI2 with imines.
Affron, DA, Boultwood, T, Bull, JA
core +1 more source
Alcohol‐Directed Carboamination of Conjugated Enynes
Angewandte Chemie, EarlyView.The first general three‐component intermolecular Pd‐catalyzed carboamination of conjugated enynes enables the coupling of anilines and aryl triflates to produce functionalized allenic amines, utilizing a native alcohol directing group to control regioselectivity.
Helena Solé‐Àvila +3 more
wiley +2 more sources
Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate
Molecules, 2012 An efficient method for the construction of the tetrahydrofolate skeleton is described. Starting from pterin analogues and aromatic amines, 8-deaza-5,6,7,8-tetrahydroaminopterin derivatives and the heterocyclic benzoyl isosteres were synthesized via a ...
Zhili Zhang +6 more
doaj +1 more source