95752-86-6Relevant articles and documents
Transient imine as a directing group for the metal-free o-C-H borylation of benzaldehydes
Rej, Supriya,Chatani, Naoto
, p. 2920 - 2929 (2021/03/01)
Organoboron reagents are important synthetic intermediates and have wide applications in synthetic organic chemistry. The selective borylation strategies that are currently in use largely rely on the use of transition-metal catalysts. Hence, identifying much milder conditions for transition-metal-free borylation would be highly desirable. We herein present a unified strategy for the selective C-H borylation of electron-deficient benzaldehyde derivatives using a simple metal-free approach, utilizing an imine transient directing group. The strategy covers a wide spectrum of reactions and (i) even highly sterically hindered C-H bonds can be borylated smoothly, (ii) despite the presence of other potential directing groups, the reaction selectively occurs at the o-C-H bond of the benzaldehyde moiety, and (iii) natural products appended to benzaldehyde derivatives can also give the appropriate borylated products. Moreover, the efficacy of the protocol was confirmed by the fact that the reaction proceeds even in the presence of a series of external impurities.
A-D-A sensors based on naphthoimidazoledione and boronic acid as turn-on cyanide probes in water
Jamkratoke, Matinee,Ruangpornvisuti, Vithaya,Tumcharern, Gamolwan,Tuntulani, Thawatchai,Tomapatanaget, Boosayarat
supporting information; experimental part, p. 3919 - 3922 (2009/10/06)
(Chemical Equation Presented) Three fluorescence sensors based on naphthoquinoneimidazole and boronic acid (A-D-A system) have been developed with high selectivity for cyanide in water. The fluorescence band at 460 nm was switched on upon substitution of
Suzuki cross-coupling reaction of sterically hindered aryl boronates with 3-iodo-4-methoxybenzoic acid methylester
Chaumeil,Signorella,Le Drian
, p. 9655 - 9662 (2007/10/03)
The cross-coupling reaction of 3-iodo-4-methoxybenzoic acid methylester with sterically hindered arylboronic esters and especially 5,5-dimethyl-2-mesityl-1,3,2-dioxaborinane, is reported. The optimisation of the process in order to obtain biaryls in good yield by using anhydrous benzene at reflux and sodium phenoxide in the presence of 0.06 equiv. of Pd(PPh3)4 is described. (C) 2000 Elsevier Science Ltd.