In(OTf)3-catalysed easy access to dihydropyranocoumarin and dihydropyranochromone derivatives?
New Journal of Chemistry Pub Date: 2020-03-12 DOI: 10.1039/D0NJ00080A
Abstract
We developed an easy, In(OTf)3-catalysed, regioselective and generalizable method, for allylation/cyclization of β-ketolactone-type heterocyclic compounds. This reaction is proposed to proceed one-pot, through a Friedel–Crafts C-allylation followed by cyclization. This process represents a green synthetic method, as AcOH is the only isolated byproduct. We propose here, a protocol applicable for the construction of biologically active dihydropyranocoumarin and dihydropyranochromone derivatives.
Recommended Literature
- [1] Aggregation-induced emission leading to two distinct emissive species in the solid-state structure of high-dipole organic chromophores? Felix Witte,Philipp Rietsch,Nithiya Nirmalananthan-Budau,Florian Weigert,Jan P. G?tze,Ute Resch-Genger,Siegfried Eigler,Beate PaulusPhys. Chem. Chem. Phys., 2021,23, 17521-17529 10.1039/D1CP02534A
- [2] An approach for correlating the structural and electrical properties of Zr4+-modified SrBi4Ti4O15/SBT ceramic Priyambada Nayak,Tanmaya Badapanda,Anil Kumar Singh,Simanchalo PanigrahiRSC Adv., 2017,7, 16319-16331 10.1039/C7RA00366H
- [3] An aqueous ammonia sensor based on an inkjet-printed polyaniline nanoparticle-modified electrode Karl Crowley,Eimer O'Malley,Aoife Morrin,Malcolm R. Smyth,Anthony J. KillardAnalyst, 2008,133, 391-399 10.1039/B716154A
- [4] Aggregation-induced emission enhancement in halochalcones? Patricia A. A. M. Vaz,Jo?o Rocha,Artur M. S. SilvaNew J. Chem., 2016,40, 8198-8201 10.1039/C6NJ01387B
- [5] Aggregated-fluorescent detection of PFAS with a simple chip Cheng Fang,Jinjian Wu,Zahra Sobhani,Md. Al Amin,Youhong TangAnal. Methods, 2019,11, 163-170 10.1039/C8AY02382D
- [6] An analysis of the WTC fires using CIB correlations and simple modeling JGQuintiere 10.1177/0734904121989670
- [7] An anti-ultrasonic-stripping effect in confined micro/nanoscale cavities and its applications for efficient multiscale metallic patterning? Quan Xiang,Yiqin Chen,Zhiqin Li,Kaixi Bi,Guanhua Zhang,Huigao DuanNanoscale, 2016,8, 19541-19550 10.1039/C6NR07585A
- [8] An interplay between electronic and structural effects on the photoluminescence decay mechanisms in LaPO4·nH2O:Tb3+ and LaPO4:Tb3+ single-crystal nanorods? M. T. Colomer,S. Díaz-Moreno,A. Tamayo,A. L. OrtizJ. Mater. Chem. C, 2018,6, 12643-12651 10.1039/C8TC03187H
- [9] An alkynylboronatecycloaddition strategy to functionalised benzyne derivatives? James D. Kirkham,Patrick M. Delaney,George J. Ellames,Eleanor C. Row,Joseph P. A. HarrityChem. Commun., 2010,46, 5154-5156 10.1039/C0CC01345E
- [10] Aggregation-induced chiral symmetry breaking of a naphthalimide–cyanostilbene dyad? Xin Li,Liangliang Zhu,Sai Duan,Yanli Zhao,Hans ?grenPhys. Chem. Chem. Phys., 2014,16, 23854-23860 10.1039/C4CP04070H
Journal Name：New Journal of 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)