52205-01-3Relevant academic research and scientific papers
Silyl-protected dioxaborinanes: Application in the Suzuki cross-coupling reaction
Goggins, Sean,Rosevere, Eleanor,Bellini, Clement,Allen, Joseph C.,Marsh, Barrie J.,Mahon, Mary F.,Frost, Christopher G.
supporting information, p. 47 - 52 (2014/01/06)
The synthesis of a range of novel silyl-protected dioxaborinanes as a column- and bench-stable boron reagent were found to be advantageous to achieving good yields in palladium-catalysed cross-coupling reactions under standard conditions. This journal is The Royal Society of Chemistry.
Stereoselective synthesis of short benzyl malonyl peptides
Aresu, Emanuele,Fioravanti, Stefania,Gasbarri, Simona,Pellacani, Lucio,Sciubba, Fabio
, p. 13470 - 13476 (2013/09/02)
A Rh-catalyzed addition reaction on non symmetric dehydro alanine retro-peptides is the key step in the reported three-step strategy for the diastereoselective synthesis of differently functionalized benzyl malonyl peptides (74% overall yield).
Tetrabutylammonium 2-pyridyltriolborate salts for Suzuki-Miyaura cross-coupling reactions with aryl chlorides
Sakashita, Shohei,Takizawa, Miho,Sugai, Juugaku,Ito, Hajime,Yamamoto, Yasunori
supporting information, p. 4308 - 4311 (2013/09/24)
Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of tetrabutylammonium 2-pyridyltriolborate salts with various aryl (heteroaryl) chlorides can produce the corresponding desired coupling products with good to excellent yields. These tetrabutylammonium salts are more reactive than the corresponding lithium salts. The coupling reactions with aryl chlorides progressed in the presence of PdCl2dcpp (3 mol %) and CuI/MeNHCH 2CH2OH (20 mol %) in anhydrous DMF without bases.
Rhodium-catalysed enantioselective synthesis of 4-arylchroman-2-ones
Allen, Joseph C.,Kociok-Koehn, Gabriele,Frost, Christopher G.
supporting information; experimental part, p. 32 - 35 (2012/01/06)
The rhodium-catalysed enantioselective 1,4-addition of organoboron reagents to arylidene Meldrum's acids as acceptors, allows convenient access to 4-arylchroman-2-ones with good to excellent levels of enantioselectivity. The use of silyl-protected dioxabo
Synthesis of aryl triolborates via nickel-catalyzed borylation of aryl halides with 5-(tert -Butyldimethylsiloxymethyl)-5-methyl-1,3,2-dioxaborinane
Sogabe, Yosuke,Namikoshi, Takeshi,Watanabe, Shinji,Murata, Miki
, p. 1233 - 1236 (2012/06/04)
The nickel-catalyzed borylation of aryl halides with 5-(tert- butyldimethylsiloxymethyl)-5-methyl-1,3,2-dioxaborinane, prepared in situ, was achieved. The mild reaction conditions allowed common functional groups in the aryl halides to be tolerated. The products of this borylation are potential precursors of aryl triolborates. Georg Thieme Verlag Stuttgart - New York.
No-carrier-added radioiodination of triolborates, water-soluble complexes of boronic acids
Akula, Murthy R.,Yao, Min-Liang,Kabalka, George W.
experimental part, p. 132 - 134 (2011/10/12)
A convenient and rapid synthesis of iodine-123 labeled aryl and heteroaryl iodides from water-soluble complexes of aryl- and heteroarylboronic acids has been developed. Copyright
Triolborates: water-soluble complexes of arylboronic acids as precursors to iodoarenes
Akula, Murthy R.,Yao, Min-Liang,Kabalka, George W.
experimental part, p. 1170 - 1171 (2010/04/23)
A facile synthesis of aryl and heteroaryl iodides from water-soluble complexes of aryl- and heteroarylboronic acids has been developed.
REAGENT FOR ORGANIC SYNTHESIS REACTION CONTAINING ORGANIC TRIOL BORATE SALT
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Page/Page column 12-13, (2010/04/30)
[Problem] To provide an organoboron compound-containing reagent for organic synthesis reactions which undergoes no trimerization with dehydration, does not necessitate activation with a base, and is stable and highly active. [Means for Solving Problems] The reagent for organic synthesis reactions contains an organic triol borate salt represented by any of the general formulae (I) to (III) and general formula (XVI): (wherein R1 represents alkyl, alkenyl, etc.; R2 represents optionally substituted alkyl, alkenyl, alkynyl, etc. or represents hydrogen; m+ represents an alkaline metal ion, phosphonium ion, or given ammonium ion; M2+ represents an alkaline earth metal; X represents halogen or alkoxide; Y represents an alkali metal ion, etc.; A represents optionally substituted methylene; and n represents an integer).
Palladium-catalyzed cross-couplings of allylic phosphates
Maslak, Veselin,Tokic-Vujosevic, Zorana,Saicic, Radomir N.
supporting information; experimental part, p. 1858 - 1860 (2009/07/19)
A range of palladium-catalyzed cross-coupling reactions can be performed using allylic phosphates as electrophiles. Both conventional heating and microwave irradiation can be used.
Cyclic triolborates: Air- and water-stable ate complexes of organoboronic acids
Yamamoto, Yasunori,Takizawa, Miho,Yu, Xiao-Qiang,Miyaura, Norio
, p. 928 - 931 (2008/09/20)
(Chemical Equation Presented) A borate in the hand is a convenient reagent for palladium- and copper-catalyzed C-C and C-N bond-forming reactions, especially when, like the title bench-stable complexes, it demonstrates high transmetalation efficiency. Cyclic triolborates can be synthesized readily from organoboronic acids (see scheme), can be handled and stored without special precautions, and are relatively soluble in organic solvents.
