2403-54-5Relevant articles and documents
Application of poly(Vinylbenzyltrimethylammonium tribromide) resin as an efficient polymeric catalyst in the acetalization and diacetylation of benzaldehydes
Han, Bingbing,Hu, Junjun,Li, Xianwei,Zheng, Zubiao
supporting information, p. 287 - 293 (2021/04/28)
The applications of a new supported tribromide reagent (poly(vinylbenzyltrimethylammonium tribromide) resin) were reported. This supported tribromide resin was used as a catalyst in the acetalization and diacetylation of benzaldehydes under mild conditions with high efficiency. The effects of solvents, and amount of the supported tribromide resin on the reactions were investigated. Under the optimal conditions, most of acetal and 1,1-diacetates of benzaldehydes were selectively obtained in excellent yields.
Highly regioselective α-formylation and α-acylation of BODIPY dyes via tandem cross-dehydrogenative coupling with in situ deprotection
Lv, Fan,Yu, Yang,Hao, Erhong,Yu, Changjiang,Wang, Hua,Boens, No?l,Jiao, Lijuan
supporting information, p. 5121 - 5128 (2019/05/29)
A metal-free C-H formylation and acylation of BODIPY dyes using a variety of dioxolane derivatives as aldehyde equivalents is reported, providing a postfunctionalization method for controllable synthesis of BODIPYs with carbonyl groups at 3,5-positions vi
Chemoselective Nucleophilic Functionalizations of Aromatic Aldehydes and Acetals via Pyridinium Salt Intermediates
Kawajiri, Takahiro,Kato, Maho,Nakata, Hiroki,Goto, Ryota,Aibara, Shin-Yo,Ohta, Reiya,Fujioka, Hiromichi,Sajiki, Hironao,Sawama, Yoshinari
, p. 3853 - 3870 (2019/03/07)
The development of a novel chemoselective functionalization can diversify the strategy for synthesizing the target molecules. The perfect chemoselectivity between aromatic and aliphatic aldehydes is difficult to achieve by the previous methods. The aromatic aldehyde-selective nucleophilic addition in the presence of aliphatic aldehydes was newly accomplished. Namely, the aromatic aldehyde-selective nucleophilic addition using arenes and allyl silanes proceeded in the presence of trialkylsilyl triflate and 2,2′-bipyridyl, while the aliphatic aldehydes completely remained unchanged. The reactive pyridinium-type salt intermediate derived from an aromatic aldehyde chemoselectively underwent the nucleophilic substitution. Moreover, the aromatic acetals as the protected aldehydes could be directly transformed into similar pyridinium salt intermediates, which reacted with various nucleophiles coexisting with the aliphatic aldehydes.