Chemodivergent reaction of azomethine imines and 2H-azirines for the synthesis of nitrogen-containing scaffolds
Literature Information
Yufeng Wu, Bing Tian, Chao Hu, Kohei Sekine, Matthias Rudolph, Frank Rominger
The metal-free reactions of 2H-azirines with C,N-cyclic azomethine imines were investigated. N-Bridged strained ring-fused triazole derivatives or 1,2,4-triazine derivatives are obtained, and the chemoselectivity is dependent on the protecting group on the azomethine dipole. Although benzoyl-protected starting materials give access to strained polycyclic compounds, a ring-opening occurs in the case of a tosyl protecting group that is cleaved during the process with elimination of sulfinic acid. 1,2,4-Triazine can be prepared on a mmol-scale and concomitantly oxidized with air as an oxidant to form the corresponding ketone, which is an interesting structural motif that can be found in bioactive scaffolds.
Related Literature
Thermo-responsive “hairy-rod” polypeptides for smart antitumor drug delivery
Jianxun Ding, Di Li, Chunsheng Xiao, Xiuli Zhuang, Xuesi Chen
DOI: 10.1039/C3PY00144J
Nano-TiO2 promoted CaO-based high-temperature CO2 sorbent: influence of crystal level properties on the CO2 sorption efficiency
Sanat Chandra Maiti, Chinmay Ghoroi
DOI: 10.1039/D0RE00124D
Determination of copolymerisation characteristics in the N-carboxy anhydride polymerisation of two amino acids
Mischa Zelzer
DOI: 10.1039/C3PY00431G
Using reversibility of the dynamic covalent bond to create porosity in highly ordered polymer thin films under mild conditions and nano-pore functionalization in the gas phase
Jingyi Rao, Anzar Khan
DOI: 10.1039/C3PY00200D
The importance of ligand reactions in Cu(0)-mediated living radical polymerisation of acrylates
Athina Anastasaki, Christopher Waldron, Paul Wilson, Ronan McHale, David M. Haddleton
DOI: 10.1039/C3PY00270E
A colorless functional polydopamine thin layer as a basis for polymer capsules
Michinari Kohri, Hiroto Kohma, Yoshihiro Shinoda, Mitsuaki Yamauchi, Shiki Yagai, Takashi Kojima, Tatsuo Taniguchi, Keiki Kishikawa
DOI: 10.1039/C3PY00181D
SET-LRP of hydrophobic and hydrophilic acrylates in trifluoroethanol
Shampa R. Samanta, Martin E. Levere, Virgil Percec
DOI: 10.1039/C3PY00289F
One-pot controlled synthesis of double thermoresponsive N-vinylcaprolactam-based copolymers with tunable LCSTs
Anthony Kermagoret, Charles-André Fustin, Maxime Bourguignon, Christophe Detrembleur, Christine Jérôme, Antoine Debuigne
DOI: 10.1039/C3PY00134B
A continuous-flow approach for the multi-gram scale synthesis of C2-alkyl- or β-amino functionalized 1,3-dicarbonyl derivatives and ondansetron drug using 1,3-dicarbonyls
Nirmala Mohanta, Krishna Nair, Dasharath Vishambar Sutar, Boopathy Gnanaprakasam
DOI: 10.1039/D0RE00171F
You might also like
What is 1-(2,4,6-Trifluorophenyl)ethanol (CAS: 1250113-83-7)?
1-(2,4,6-Trifluorophenyl)ethanol is an organic compound with the CAS number 1250...
Is 1-(2,4-Dimethoxybenzyl)-4-(hydroxymethyl)-2-pyrrolidinone (CAS: 919111-34-5) safe?
1-(2,4-Dimethoxybenzyl)-4-(hydroxymethyl)-2-pyrrolidinone (CAS: 919111-34-5) is ...
What are the physical and chemical properties of (7S,15R)-6β,15-Diacetoxy-7α,20-epoxy-7-hydroxykaura-2,16-dien-1-one (CAS: 51419-51-3)?
(7S,15R)-6β,15-Diacetoxy-7α,20-epoxy-7-hydroxykaura-2,16-dien-1-one is a crystal...
What regulatory guidelines apply to rac-ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate, trans (CAS: 3618-04-0)?
The compound rac-ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate, trans (CAS: 3...
What is the market or research trend for 2-(2,4-Difluorophenoxy)-3-nitropyridine (CAS: 175135-62-3)?
The market for 2-(2,4-Difluorophenoxy)-3-nitropyridine (CAS: 175135-62-3) is cur...
What are the main uses of 6-Diazo-5-oxo-L-norleucine (CAS: 157-03-9)?
The main uses of 6-Diazo-5-oxo-L-norleucine (CAS: 157-03-9) include research in ...
What precautions should be taken when handling 2-Aminoethyl-mono-amide-DOTA-tris(tBu ester) (CAS: 173308-19-5)?
When handling 2-Aminoethyl-mono-amide-DOTA-tris(tBu ester) (CAS: 173308-19-5), i...
How is 5-Methylimidazo[1,2-a]pyridine-3-carbaldehyde (CAS: 178488-37-4) typically synthesized?
5-Methylimidazo[1,2-a]pyridine-3-carbaldehyde (CAS: 178488-37-4) can be synthesi...
Are there alternatives to 2,4,6-Trihydroxyisophthalaldehyde (CAS: 4396-13-8) in synthesis?
There are alternative reagents that can be used in the synthesis of 2,4,6-Trihyd...
What is (2Z)-3-(5-Fluoro-1H-indol-3-yl)-2-sulfanylacrylic acid (CAS: 179461-52-0)?
(2Z)-3-(5-Fluoro-1H-indol-3-yl)-2-sulfanylacrylic acid is a chemical compound wi...
Source Journal
Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.










![1,1',1'',1'''-[Disulfanediylbis(carbonothioylnitrilo)]tetraethane structure 1,1',1'',1'''-[Disulfanediylbis(carbonothioylnitrilo)]tetraethane structure](https://static.chemtradehub.com/structs/97-/97-77-8-f3e4.webp)


