1073354-10-5Relevant articles and documents
Acyl-Directed ortho-Borylation of Anilines and C7 Borylation of Indoles using just BBr3
Iqbal, Saqib A.,Cid, Jessica,Procter, Richard J.,Uzelac, Marina,Yuan, Kang,Ingleson, Michael J.
, p. 15381 - 15385 (2019)
Indoles are privileged heterocycles found in many biologically active pharmaceuticals and natural products. However, the selective functionalization of the benzenoid moiety in indoles in preference to the more reactive pyrrolic unit is a significant challenge. Herein we report that N-acyl directing groups enable the C7-selective C?H borylation of indoles using just BBr3. This transformation shows some functional-group tolerance and notably proceeds with C6 substituted indoles. The directing group can be readily removed in situ and the products isolated as the pinacol boronate esters. Acyl-directed electrophilic borylation can be extended to carbazoles and anilines with excellent ortho selectivity. 4-amino-indoles are amenable to this process, with acyl group installation and directed electrophilic C?H borylation enabling selective formation of C5-BPin-indoles.
Preparation method of indole type or aniline type borate
-
Paragraph 0077-0079, (2020/06/17)
The invention discloses a preparation method of indole type or aniline type borate, which comprises the following step: reacting an indole type raw material or aniline type raw material with boron trihalide in an organic solvent under the protection of in
NiCl2(PMe3)2-catalyzed borylation of aryl chlorides
Yamamoto, Tetsuya,Morita, Tomoyuki,Takagi, Jun,Yamakawa, Tetsu
supporting information; experimental part, p. 5766 - 5769 (2012/01/06)
The cross-coupling of aryl chlorides and bis(pinacolato)diboron was achieved using NiCl2(PMe3)2 catalyst in the presence of metal 2,2,2-trifluoroethoxide. The catalyst smoothly provided the desired products regardless of a variety of functional groups and substituted positions.