Name: Methyl 2-chloro-2-oxoacetateIn 2019 ,《Auto-Tandem Cooperative Catalysis Using Phosphine/Palladium: Reaction of Morita-Baylis-Hillman Carbonates and Allylic Alcohols》 was published in Angewandte Chemie, International Edition. The article was written by Chen, Peng; Chen, Zhi-Chao; Li, Yue; Ouyang, Qin; Du, Wei; Chen, Ying-Chun. The article contains the following contents:
Auto-tandem catalysis (ATC), in which a single catalyst promotes two or more mechanistically different reactions in a cascade pattern, provides a powerful strategy to prepare complex products from simple starting materials. An unprecedented auto-tandem cooperative catalysis (ATCC) for Morita-Baylis-Hillman carbonates from isatins I [X = CH, N; R = H, 5-OCH3, 5,7-(CH3)2, etc.; R1 = CH3, C6H5CH2; R2 = OC(CH3)3, CH3, OCH2CH3] and allylic carbonates R4CH=CHCH(R3)OC(O)OC(CH3)3 [R3 = R4 = H; R3 = CH2=CH, 4-H3CC6H4, pyridin-3-yl, cyclohexyl, etc.; R4 = CH3] using a simple Pd(PPh3)4 precursor has been reported. Dissociated phosphine generates phosphorus ylides and the Pd leads to π-allylpalladium complexes, and they undergo a γ-regioselective allylic-allylic alkylation reaction. Importantly, a cascade intramol. Heck-type coupling proceeds to finally furnish spirooxindoles II incorporating a 4-methylene-2-cyclopentene motif. Exptl. results indicate that both Pd and phosphine play crucial roles in the catalytic Heck reaction. In addition, the asym. versions with either a chiral phosphine e.g., III or chiral auxiliary are explored, and moderate results are obtained. The experimental part of the paper was very detailed, including the reaction process of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Name: Methyl 2-chloro-2-oxoacetate)
Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Name: Methyl 2-chloro-2-oxoacetate
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics