COA of Formula: C4H5ClO3In 2022 ,《Catalytic Enantioselective Construction of Chiral Benzo-Fused N-Heterocycles through Friedel-Crafts-Type Electrophilic Chlorination》 was published in CCS Chemistry. The article was written by Luo, Jie; Zhang, Yuanyuan; Zhong, Fuming; Zhao, Xiaodan. The article contains the following contents:
Chiral benzo-fused N-heterocycles are frequently found in natural and synthetic products. However, their synthesis usually suffers from different limitations such as difficulty in accessing appropriate starting materials and unsatisfactory stereoselectivities. In this work, an unprecedented chiral sulfide-catalyzed enantioselective Friedel-Crafts-type electrophilic chlorination is shown to construct various 3,4-functionalized tetrahydroquinolines with excellent enantio- and diastereoselectivities from readily available aniline derivatives Interestingly, employing N-allyl 1-naphthanilides as substrates, divergent reactions via chlorocarbocyclization and dearomatization occurred to afford two chiral polycyclic benzo-fused N-heterocycles. The system that authors developed extends the scope of asym. chlorination to general substrates without the need of a N-H group, and significantly promotes the synthesis of enantioenriched benzo-fused N-heterocycles. In addition to this study using Ethyl oxalyl monochloride, there are many other studies that have used Ethyl oxalyl monochloride(cas: 4755-77-5COA of Formula: C4H5ClO3) was used in this study.
Ethyl oxalyl monochloride(cas: 4755-77-5) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.COA of Formula: C4H5ClO3
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