107134-85-0Relevant academic research and scientific papers
Regioselective electrophilic borylation of haloarenes
Del Grosso, Alessandro,Ayuso Carrillo, Josue,Ingleson, Michael J.
, p. 2878 - 2881 (2015)
Haloarenes undergo direct borylation using amine:BCl3:AlCl3 in the ratio of 1:1:2. After esterification the pinacol boronate esters are isolated in good yield with regioselectivity controlled by steric and electronic effects.
One-pot chemoselective functionalization of arylsilanes via cascade metal-metal exchange reactions
Hupe, Eike,Calaza, M. Isabel,Knochel, Paul
, p. 1390 - 1391 (2007/10/03)
A cascade-transmetallation sequence allows a one-pot conversion of arylsilanes into functionalized arylcoppers; they react with various types of electrophiles (allylic halides, acid chlorides, bromoalkynes); bimetallic zinc-copper-reagents can be prepared by this method either directly or in a sequential fashion.
Borylation of Arylsilanes, II. - Synthesis and Reactions of Silylated Dihalogenphenylboranes
Kaufmann, Dieter
, p. 901 - 906 (2007/10/02)
Upon treatment with trihaloboranes 4a and 4b the bissilylated benzenes 1, 2, and 3 yield the silylated dihalogenphenylboranes 5a-7b under substitution of one silyl group only.The corresponding difluoroboranes 5c-7c are easily accessible by a new fluorination method under mild reaction conditions by treating the dichloroboranes with lithium fluoride in ether.Upon heating with excess 4 the exchange of the second silyl group occurs, too, yielding the position-isomeric diborylbenzenes 9, 10, and 11.The bromination of the silylated dichlorophenylboranes 5a-7a proceeds with high regioselectivity under desilylation yielding 12, 13, and 14.The dimethoxyboranes 15, 16, and 17, synthesized by methanolysis of the corresponding dichloroboranes, can be coupled with bromobenzene under palladium(0) catalysis to yield the position-isomeric silylated biphenyls 18, 19, and 20.
