An efficient tandem synthesis of chromones from o-bromoaryl ynones and benzaldehyde oxime?
Organic & Biomolecular Chemistry Pub Date: 2019-07-22 DOI: 10.1039/C9OB01387C
Abstract
An effective transition-metal-free strategy was developed for the preparation of chromones from o-bromoaryl ynones and benzaldehyde oxime through sequential C–O bond formation. This cyclization reaction could well tolerate a wide range of functional groups, and the corresponding chromones were given in moderate to excellent yields. Mechanistically, benzaldehyde oxime as a hydroxide source and 1,3-diketone derivatives as reaction intermediates were involved in this transformation.
Recommended Literature
- [1] An approach towards the synthesis of novel fused nitrogen tricyclic heterocyclic scaffolds via GBB reaction? Sandip Gangadhar Balwe,Yeon Tae JeongOrg. Biomol. Chem., 2018,16, 1287-1296 10.1039/C7OB02933K
- [2] An air-stable organometallic polymer containing titanafluorene moieties obtained by the Sonogashira–Hagihara cross-coupling polycondensation? Alvin Tanudjaja,Shinsuke Inagi,Fusao Kitamura,Toshikazu Takata,Ikuyoshi TomitaDalton Trans., 2021,50, 3037-3043 10.1039/D0DT03663C
- [3] An antimonate pyrochlore (H1.23Sr0.45SbO3.48) for photocatalytic oxidation of benzene: effective oxygen usage and excellent activity? Jing Chen,Yu Shao,Danzhen LiJ. Mater. Chem. A, 2017,5, 937-941 10.1039/C6TA08652G
- [4] An automatic determination of thoria in thoria-urania mixtures Analyst, 1966,91, 208-210 10.1039/AN9669100208
- [5] An intermolecular C–H oxidizing strategy to access highly fused carbazole skeletons from simple naphthylamines? Christian K. Rank,Alexander W. Jones,Tatjana Wall,Patrick Di Martino-Fumo,Sarah Schr?ck,Markus Gerhards,Frederic W. PatureauChem. Commun., 2019,55, 13749-13752 10.1039/C9CC05240B
- [6] An investigation of the electrochemical delithiation process of carbon coated α-Fe2O3nanoparticles Adrian Brandt,Florian Winter,Sebastian Klamor,Frank Berkemeier,Jatinkumar Rana,Rainer P?ttgen,Andrea BalducciJ. Mater. Chem. A, 2013,1, 11229-11236 10.1039/C3TA11821E
- [7] An aquatic host–guest complex between a supramolecular G-quadruplex and the anticancer drug doxorubicin? José M. Rivera,Mariana Martín-Hidalgo,Jean C. Rivera-RíosOrg. Biomol. Chem., 2012,10, 7562-7565 10.1039/C2OB25913C
- [8] An atomic scale study of defects in Co2FeAl Ravi Kumar Yadav,R. GovindarajPhys. Chem. Chem. Phys., 2020,22, 26876-26886 10.1039/D0CP04572A
- [9] An amphoteric reactivity of a mixed-valent bis(μ-oxo)dimanganese(iii,iv) complex acting as an electrophile and a nucleophile? Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo NamDalton Trans., 2016,45, 376-383 10.1039/C5DT04292E
- [10] An inter-tangled network of redox-active and conducting polymers as a cathode for ultrafast rechargeable batteries Jieun Kim,Han-Saem Park,Tae-Hee Kim,Sung Yeol Kim,Hyun-Kon SongPhys. Chem. Chem. Phys., 2014,16, 5295-5300 10.1039/C3CP54624A
Journal Name：Organic & Biomolecular Chemistry
research_products
-
CAS no.: 89640-58-4
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.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)