1159803-53-8Relevant articles and documents
Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions
Chen, Kai,Zhang, Shuai,He, Pei,Li, Pengfei
, p. 3676 - 3680 (2016)
A rapid, chemoselective and metal-free C-B bond-forming reaction of aryl iodides and bromides in aqueous solution at low temperatures was discovered. This reaction is amenable to batch and continuous-flow conditions and shows exceptional functional group tolerance and broad substrate scope regarding both the aryl halide and the borylating reagent. Initial mechanistic experiments indicated a photolytically generated aryl radical as the key intermediate.
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.
Direct transformation from arylamines to aryl naphthalene-1,8-diamino boronamides: A metal-free sandmeyer-type process
Ding, Siyi,Ma, Qiang,Zhu, Min,Ren, Huaping,Tian, Shaopeng,Zhao, Yuzhen,Miao, Zongcheng
, (2019/02/07)
A direct metal-free transformation from arylamines to aryl naphthalene-1,8-diamino boronamides, a type of masked boronic acid, has been developed based on Sandmeyer-type reactions. A nonsymmetrical diboron reagent, B(pin)-B(dan), was utilized as the boryl
Preparation method for naphthyl-1,8-diaminoarylboramide
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Paragraph 0032-0041, (2019/01/08)
The invention provides a preparation method for naphthyl-1,8-diaminoarylboramide. The preparation method comprises the following steps: sequentially adding Bpin-Bdan, tetrabutylammonium iodide, sodiumacetate, dibenzoyl peroxide and tert-butyl nitrite into
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.
Sequential one-pot access to molecular diversity through aniline aqueous borylation
Erb, William,Albini, Mathieu,Rouden, Jacques,Blanchet, Jrme
, p. 10568 - 10580 (2015/01/08)
On the basis of our recently reported aniline aqueous borylation, molecular diversity was achieved in a one-pot process by combining other reactions such as esterification, Suzuki-Miyaura coupling, hydrogenolysis, or Petasis borono-Mannich.
Solution-state 15N NMR and solid-state single-crystal XRD study of heterosubstituted diazaboroles and borinines prepared via an effective and simple microwave-assisted solvent-free synthesis
Slabber, Cathryn A.,Grimmer, Craig D.,Robinson, Ross S.
, p. 122 - 128 (2013/02/23)
A quick and simple, solvent-free synthesis of nitrogen-basedboroles and borinines derived from 1,2-diaminobenzene and 1,8-diaminonaphthalene is reported and compared with the traditional synthetic method. Characterization by 15N NMR spectroscop
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
