Copper-Catalyzed Protoboration of 1,3-Diynes as a Platform for Iterative Functionalization was written by Ghosh, Suman;Chakrabortty, Rajesh;Kumar, Shailendra;Das, Aniruddha;Ganesh, Venkataraman. And the article was included in ACS Catalysis in 2022.Electric Literature of C16H20B2N2O2 This article mentions the following:
This paper presents the protoboration of 1,3-diynes as a platform for the iterative functionalization of various groups on enynes and dienes. Synthetic approaches to targets with high complexity are directed toward using small, modular building blocks similar to a Lego construction using iterative chem. and automated synthesis. Organoboron compounds are currently in the spotlight for achieving these goals. Here, the authors report an operationally simple, regioselective protoboration of 1,3-diynes using a mixed diboron reagent and Cu(I)/phosphine catalyst to provide enynylboronates in good yields. Under similar conditions, diprotoboration of 1,3-diynes was also achieved to access bench-stable 1,4-diboryl-1,3-dienes in good yields and regioselectivities. The iterative coupling capabilities of the products were demonstrated along with other downstream transformations offering a range of value-added skeletons. In the experiment, the researchers used many compounds, for example, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (cas: 1214264-88-6Electric Literature of C16H20B2N2O2).
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (cas: 1214264-88-6) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Electric Literature of C16H20B2N2O2
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts