Enantioselective Dearomative [3 + 2] Umpolung Annulation of N-Heteroarenes with Alkynes was written by Yang, Peng;Wang, Qiang;Cui, Bing-Hui;Zhang, Xiao-Dong;Liu, Hang;Zhang, Yue-Yuan;Liu, Jia-Liang;Huang, Wen-Yu;Liang, Ren-Xiao;Jia, Yi-Xia. And the article was included in Journal of the American Chemical Society in 2022.Synthetic Route of C6H10O2 This article mentions the following:
Enantioselective [3 + 2] annulation of N-heteroarenes such as 2-(2-bromophenyl)quinoline with alkynes R1CCR2 [R1 = Me, Ph, benzyloxymethyl, (thiophen-2-ylmethoxy)methyl, etc.; R2 = Me, Ph, benzyloxymethyl, (thiophen-2-ylmethoxy)methyl, etc.] has been developed via a cobalt-catalyzed dearomative umpolung strategy in the presence of chiral ligand e.g., [(2R,3R)-3-(diphenylphosphanyl)butan-2-yl]diphenylphosphane and reducing reagent. A variety of electron-deficient N-heteroarenes e.g., 2-(2-bromophenyl)quinoline and internal or terminal alkynes are employed in this reaction, showing a broad substrate scope and good functionality tolerance. Annulation of electron-rich indoles I (R = H, 5-Cl) with alkynes is also developed. This protocol provides a straightforward access to a variety of N-spiroheterocyclic mols. such as II and in excellent enantioselectivities (76 examples, up to 99% ee). In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Synthetic Route of C6H10O2).
1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Synthetic Route of C6H10O2
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem