1600527-39-6Relevant academic research and scientific papers
Selective C?N Borylation of Alkyl Amines Promoted by Lewis Base
Hu, Jiefeng,Wang, Guoqiang,Li, Shuhua,Shi, Zhuangzhi
, p. 15227 - 15231 (2018)
An efficient method for the metal-free deaminative borylation of alkylamines, using bis(catecholato)diboron as the boron source, to directly synthesize various alkyl potassium trifluoroborate salts is introduced. The key to this high reactivity is the utilization of pyridinium salt activated alkylamines, with a catalytic amount of a bipyridine-type Lewis base as a promoter. This transformation shows good functional-group compatibility (e.g., it is unimpeded by the presence of a ketone, indole, internal alkene, or unactivated alkyl chloride) and can serve as a powerful synthetic tool for borylation of amine groups in complex compounds. Mechanistic experiments and computations suggest a mechanism in which the Lewis base activated B2cat2 unit intercepts an alkyl radical generated by single-electron transfer (SET) from a boron-based reductant.
Visible-Light-Mediated Aerobic Oxidation of Organoboron Compounds Using in Situ Generated Hydrogen Peroxide
Weng, Wei-Zhi,Liang, Hao,Zhang, Bo
supporting information, p. 4979 - 4983 (2018/08/24)
A simple and general visible-light-mediated oxidation of organoboron compounds has been developed with rose bengal as the photocatalyst, substoichiometric Et3N as the electron donor, as well as air as the oxidant. This mild and metal-free protocol shows a broad substrate scope and provides a wide range of aliphatic alcohols and phenols in moderate to excellent yields. Notably, the robustness of this method is demonstrated on the stereospecific aerobic oxidation of organoboron compounds.
A cobalt-catalyzed alkene hydroboration with pinacolborane
Zhang, Lei,Zuo, Ziqing,Leng, Xuebing,Huang, Zheng
, p. 2696 - 2700 (2014/03/21)
An extremely efficient cobalt catalyst for the hydroboration of both vinylarenes and aliphatic α-olefins with pinacolborane is described, providing the anti-Markovnikov products with excellent regio- and chemoselectivity, broad functional-group tolerance,
