1201-45-2Relevant articles and documents
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Milks,J.E. et al.
, p. 2529 - 2534 (1962)
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Synthesis of arylboronates via the palladium(0)-catalyzed cross-coupling reaction of tetra(alkoxo)diborons with aryl triflates
Ishiyama, Tatsuo,Itoh, Yoshiya,Kitano, Takahiro,Miyaura, Norio
, p. 3447 - 3450 (1997)
The cross-coupling reaction of (RO)2BB(OR)2 (RO = methoxo and pinacolato) with aryl triflates to give arylboronates was carried out at 80°C in the presence of PdCl2(dppf) (3 mol%), dppf (3 mol%) and KOAc (3 equivs) in dioxane. The reaction was available with various functional group such as nitro, cyano, ester, and carbonyl groups.
Preparation and reactions of bis(aminoboryl) oxides
Komorowska,Niedenzu,Weber
, p. 289 - 294 (2008/10/08)
Bis(aminoboryl) oxides (=1,3,2-diboroxanes) of the general type [(CH3)2N]RBOBR[N(CH3)2] (1a, R = N(CH3)2; 1b, R = C2H5, 1c, R = C6H5) have been prepared by the controlled hydrolysis of (dimethylamino)chloroboranes, (CH3)2NBClR. The compounds rearrange at elevated temperatures in an equilibrium reaction with the formation of boroxins, (RBO)3, and bis(dimethylamino)boranes, [(CH3)2N]2BR, a reaction that can also be used for the preparation of compounds of type 1. However, irreversible decomposition of 1 by organyl group migration to yield (dimethylamino)diorganylboranes, (CH3)2NBR2, and B,B′,B″-tris(dimethylamino)boroxin, [(CH3)2NBO]3, has also been observed at elevated temperatures. Transamination reactions of 1 have been utilized for the preparation of additional bis(aminoboryl) oxides, e.g., (C4H8N)(C6H5)BOB(C6H 5)(NC4H8) (2, C4H8NH = pyrrolidine), as well as for the synthesis of heterocyclic systems containing an annular BOB group, e.g., O(μ-RBNR′)2CX (4, X = O, S) from the reaction of 1 with (thio)ureas, (R′HN)2CX. The heterocycle O(μ-C2H5BNCH3)2BC 2H5 (3) was obtained from the reaction of 1b with C2H5B(NHCH3)2. Transamination of 1 with amides or aminoboronation reactions with isocyanates gave bicyclic systems (by intramolecular coordination) of the amidoborane, (R′CONR″)RBOBR(NR″COR′) (8), or ureidoborane, [(CH3)2NCONR′]RBOBR[NR′CON(CH 3)2] (6), type, respectively. A triply bridged species containing both three- and four-coordinate boron, RB(μ-NHCH3)(μ-OBRO)(μ-NCH3CHNCH3)BR (10), was obtained from the reaction of 1c with N-methylformamide.