A new approach to arylhydrazides via the reaction of the Mitsunobu reagent with arynes: further application to access diverse nitrogen-containing heterocycles in one pot?
Organic Chemistry Frontiers Pub Date: 2017-05-23 DOI: 10.1039/C7QO00238F
Abstract
A new route to arylhydrazides involving the reaction of two highly active intermediates, the 1,3-zwitterion generated in situ from the Mitsunobu reagent and arynes, under mild conditions has been developed. Further transformations of the versatile arylhydrazides to diverse nitrogen-containing heterocycles in one pot are also demonstrated.
Recommended Literature
- [1] Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides? Abdelaziz Houmam,Emad M. HamedChem. Commun., 2012,48, 11328-11330 10.1039/C2CC36835H
- [2] Enantiomeric helical TiO2 nanofibers modulate different peptide assemblies and subsequent cellular behaviors? Xu Jie,Deng Xu,Weili WeiRSC Adv., 2019,9, 29149-29153 10.1039/C9RA04660G
- [3] Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces? Shintaro Takata,Yoshihiro MiuraPhys. Chem. Chem. Phys., 2014,16, 24784-24789 10.1039/C4CP03280B
- [4] Dissolution of cork biopolymers in biocompatible ionic liquids Helga Garcia,Rui Ferreira,Marija Petkovic,Jamie L. Ferguson,Maria C. Leit?o,H. Q. Nimal Gunaratne,Luís Paulo N. RebeloGreen Chem., 2010,12, 367-369 10.1039/B922553F
- [5] Evidence of pre-micellar aggregates in aqueous solution of amphiphilic PDMS–PEO block copolymer? Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa CaccamoPhys. Chem. Chem. Phys., 2019,21, 11983-11991 10.1039/C9CP02195G
- [6] Evolution of hierarchical porous structures in supramolecular guest–host hydrogels? Christopher B. Rodell,Christopher B. Highley,Minna H. Chen,Neville N. Dusaj,Chao Wang,Lin Han,Jason A. BurdickSoft Matter, 2016,12, 7839-7847 10.1039/C6SM01395C
- [7] Evolution study of photo-synthesized gold nanoparticles by spectral deconvolution model: a quantitative approach Chung-Sung Yang,Mong-Shian Shih,Fang-Yi ChangNew J. Chem., 2006,30, 729-735 10.1039/B516465F
- [8] Distinct impact of glycation towards the aggregation and toxicity of murine and human amyloid-β? Eunju Nam,Jiyeon Han,Sunhee Choi,Mi Hee LimChem. Commun., 2021,57, 7637-7640 10.1039/D1CC02695J
- [9] EWOD-driven droplet microfluidic device integrated with optoelectronic tweezers as an automated platform for cellular isolation and analysis? Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” KimLab Chip, 2009,9, 1732-1739 10.1039/B821508A
- [10] Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent? Yukiya KitayamaPolym. Chem., 2014,5, 2784-2792 10.1039/C3PY01539D
Journal Name：Organic Chemistry Frontiers
research_products
-
CAS no.: 89640-58-4
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.png)
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid](https://ossimg.kuujia.com/scimg/2138500/2138166-62-6x500.png)
![2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide](https://ossimg.kuujia.com/scimg/2034500/2034271-14-0x500.png)