702-09-0Relevant articles and documents
Conversion of Arylboronic Acids into Potassium Aryltrifluoroborates: Convenient Precursors of Arylboron Difluoride Lewis Acids
Vedejs, E.,Chapman, R. W.,Fields, S. C.,Lin, S.,Schrimpf, M. R.
, p. 3020 - 3027 (1995)
Reaction of ArB(OH)2 (3) with KHF2 affords crystalline salts KArBF3 (2).In the presence of TMSCl in acetonitrile, 2a reacts to give NMR signals typical of PhBF2 in acetonitrile solution.When the reaction of 2 + TMSCl is performed in the presence of potential Lewis bases, the trivalent borane 1 is intercepted, resulting in organoboron complexes.Thus, the oxazaborolidinones 7-10 have been prepared from amino acid-derived amidine carboxylates NaO2CCH(R)N=CHNMe2 (R = H or phenyl).Complexes 11 and 12 derived from 1,3-diketones are also easily prepared.The KHF2 fluoride exchange coupled with the TMSCl activation method allows in situ generation of ArBF2 without having to handle corrosive trivalent boron halides.
Silver-Catalysed Hydroarylation of Highly Substituted Styrenes
Dalton, Toryn,Gre?ies, Steffen,Das, Mowpriya,Niehues, Maximilian,Schrader, Malte L.,Gutheil, Christian,Ravoo, Bart Jan,Glorius, Frank
supporting information, p. 8537 - 8541 (2021/03/16)
Hydroarylation is an effective strategy to rapidly increase the complexity of organic structures by transforming flat alkene moieties into three-dimensional frameworks. Many strategies have already been developed to achieve the hydroarylation of styrenes,
Cross-coupling synthesis of methylallyl alkenes: Scope extension and mechanistic study
Tabélé, Clémence,Curti, Christophe,Kabri, Youssef,Primas, Nicolas,Vanelle, Patrice
, p. 22890 - 22899 (2016/01/25)
Cross-coupling reactions between 2-methyl-2-propen-1-ol and various boronic acids are used to obtain aromatic-(2-methylallyl) derivatives. However, deboronation or isomerization side reactions may occur for several boronic acids. We describe herein the synthesis of original alkenes with good yields under mild reaction conditions that decrease these side reactions. The scope of this environmentally benign reaction is thereby extended to a wide variety of boronic acids. A mechanistic study was conducted and suggested a plausible catalytic cycle mechanism, pointing to the importance of the Lewis acidity of the boronic acid used.
