In 2019,Organometallics included an article by Ding, Yi; Ma, Xiaoli; Liu, Yashuai; Liu, Wenqing; Yang, Zhi; Roesky, Herbert W.. Synthetic Route of C7H4FN. The article was titled 《Alkylaluminum Complexes as Precatalysts in Hydroboration of Nitriles and Carbodiimides》. The information in the text is summarized as follows:
The metathesis reaction of aluminum(III) dihydride β-diketiminate LAlH2 (1, L = (DippN:CMe)2CH, Ar = 2,6-iPr2C6H3) with BuLi and Bu2Mg, resp., resulted in di-Bu aluminum complex LAlBu2 (2). Meanwhile 1 reacted with MeLi producing di-Me aluminum LAlMe2 (3). Complexes 2 and 3 were characterized by NMR and elemental anal., and 2 was addnl. studied by single-crystal X-ray diffraction. The reported synthesis allows for access of dialkylaluminum complexes from aluminum(III) dihydride compound (1) with excellent yields. The chemoselective double hydroboration of nitriles or single hydroboration of carbodiimides was studied with pinacolborane (HBpin) using LAl(n-Bu)2 (2) as the precatalyst to afford bis(boryl)amines (4a-4m) and N-borylamines (6a-6d) under solvent-free and mild conditions (60 °C). The records show that the catalytic reactions proceed in quant. yields and short time. Moreover, nearly quant. yield of di(boryl)(silyl)amine (5) was obtained, when cyanobenzene was reacted with equal amounts of HBpin and phenylsilane in the presence of precatalyst 2. A comparison of the previously reported hydroboration reactions with nitriles in the literature and our results in the presence of the precatalyst LAl(n-Bu)2 show convincingly the better results of short reaction time, mild reaction conditions, and quant. yields. In addition to this study using 4-Fluorobenzonitrile, there are many other studies that have used 4-Fluorobenzonitrile(cas: 1194-02-1Synthetic Route of C7H4FN) was used in this study.
4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.Synthetic Route of C7H4FN
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts