Addition of 4-(cyclohex-1-en-1-yl)morpholine on 3-nitroindole: an unprecedented dearomatizing process?
Organic & Biomolecular Chemistry Pub Date: 2016-01-12 DOI: 10.1039/C5OB02595H
Abstract
Nucleophilic enamines add spontaneously on heteroarenes 3-nitroindole and benzofuran to form a new C–C bond. With nitroindole 1 and enamine 2a, an unprecedented dearomatizing formal ene reaction occurs in a totally regio- and diastereo-selective manner. With 3-nitrobenzofuran 10 and enamine 2d, the reaction course is different and leads to the generation of a dienylphenol.
Recommended Literature
- [1] An analyte-triggered artificial peroxidase system based on dimanganese complex for a versatile enzyme assay? Suji Lee,Min Su HanChem. Commun., 2021,57, 9450-9453 10.1039/D1CC03638F
- [2] Aggregation, pretransitional behavior, and optical properties in the isotropic phase of lyotropic chromonic liquid crystals studied in high magnetic fields Tanya Ostapenko,Peter J. Collings,Samuel N. Sprunt,J. T. GleesonSoft Matter, 2013,9, 9487-9498 10.1039/C3SM51819A
- [3] An asymmetric supercapacitor based on controllable WO3 nanorod bundle and alfalfa-derived porous carbon? Kanjun Sun,Fengting Hua,Shuzhen Cui,Yanrong Zhu,Hui Peng,Guofu MaRSC Adv., 2021,11, 37631-37642 10.1039/D1RA04788D
- [4] An insight into the role of side chains in the microstructure and carrier mobility of high-performance conjugated polymers? Jianyao Huang,Dong Gao,Zhihui Chen,Weifeng ZhangPolym. Chem., 2021,12, 2471-2480 10.1039/D1PY00105A
- [5] 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
- [6] 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
- [7] Achieving molecular stability of racemic 4-O-benzyl-myo-inositol-1,3,5-orthoformate through crystal formation? Richa Sardessai,Shobhana Krishnaswamy,Mysore S. ShashidharCrystEngComm, 2012,14, 8010-8016 10.1039/C2CE26199E
- [8] An approach to 7-aza-1-phosphanorbornane complexes: strain promoted rearrangement of 1-iminylphosphirane complexes and cycloaddition with olefins? Yang Xu,Min Wang,Donghui Wei,Rongqiang Tian,Zheng Duan,Fran?ois MatheyDalton Trans., 2019,48, 5523-5526 10.1039/C9DT00838A
- [9] Agricultural Analyst, 1947,72, 170-172 10.1039/AN9477200170
- [10] An artificial photosynthetic system for photoaccumulation of two electrons on a fused dipyridophenazine (dppz)–pyridoquinolinone ligand? Philipp Traber,Stephan Kupfer,Stefanie Gr?fe,Isabelle Baussanne,Martine Demeunynck,Jean-Marie Mouesca,Serge Gambarelli,Vincent Artero,Murielle Chavarot-KerlidouChem. Sci., 2018,9, 4152-4159 10.1039/C7SC04348A
Journal Name：Organic & Biomolecular Chemistry
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)