1159803-80-1Relevant articles and documents
Catalyst-free and eco-friendly synthesis of masked haloarylboronic acids R (alkyl or aryl)-B(dan) on water
Liao, Siwei,Hu, Xueyuan,Li, Yanwu,Wang, Xuetong,Li, Dan,Wang, Qiang,Wang, Yin,Huang, Xin,Xu, Ping,Wu, Huili,Li, Xianliang,Yuan, Jianyong
supporting information, (2021/05/31)
An environment-friendly methodology for the synthesis of R (alkyl or aryl)-B(dan) on water is described. 1,8-diamino naphthalene(danH2) was reacted with different types of organoboronic acids to furnish the products in moderate to excellent yields. A multi-gram scale reaction is also performed to ensure the scalability of the reaction.
Transition metal-free B(dan)-installing reaction (dan: naphthalene-1,8-diaminato): H-B(dan) as a B(dan) electrophile
Li, Jialun,Seki, Michinari,Kamio, Shintaro,Yoshida, Hiroto
supporting information, p. 6388 - 6391 (2020/06/21)
H-B(dan) was demonstrated to serve as a B(dan) electrophile, despite its highly diminished boron-Lewis acidity, leading to direct and transition metal-free approach to R-B(dan) of high synthetic utility upon treatment with Grignard reagents. Iterative cross-coupling of 5-bromo-2-pyridyl-B(dan), synthesized by the present method, was also achieved.
Amine-borane complexes: Air- and moisture-stable partners for palladium-catalyzed borylation of aryl bromides and chlorides
Guerrand, Hélène D. S.,Vaultier, Michel,Pinet, Sandra,Pucheault, Mathieu
supporting information, p. 1167 - 1174 (2015/04/22)
A method for using amine-borane complexes directly in palladium catalyzed borylation has been developed. The reaction proceeds through the sequential formation of a boronium species followed by deprotonation leading to the aminoborane. This reagent is then directly used in the borylation process leading, after work-up, to various boronic acid derivatives. The reaction was applied to (hetero)aryl triflates, iodides, bromides and chlorides.
Direct introduction of a naphthalene-1,8-diamino boryl [B(dan)] group by a Pd-catalysed selective boryl transfer reaction
Xu, Liang,Li, Pengfei
supporting information, p. 5656 - 5659 (2015/03/30)
A non-symmetrical diboron reagent, B(pin)-B(dan), has been utilised in the Pd-catalysed borylation of aryl bromides and chlorides. Remarkably selective formation of aryl-B(dan) bonds is established. This represents a direct and efficient way to introduce masked boronic acids. The synthetic usefulness of this reaction is demonstrated in the preparation of boron-differentiated di- and polyboron compounds.
Synthesis of masked haloareneboronic acids via iridium-catalyzed aromatic C-H borylation with 1,8-naphthalenediaminatoborane (danBH)
Iwadate, Noriyuki,Suginome, Michinori
experimental part, p. 1713 - 1717 (2009/10/11)
"Masked" areneboronic acids have been prepared by Ir-catalyzed C-H borylation of arenes. A [Ir(OMe)(cod)]2 complex with a DPPE ligand showed the highest catalytic activity in the C-H borylation of benzene at 80 °C. The reaction system can be ap
