143064-49-7Relevant academic research and scientific papers
Synthesis of acyltrifluoroborates
Dumas, Aaron M.,Bode, Jeffrey W.
supporting information; experimental part, p. 2138 - 2141 (2012/07/03)
Acylboranes are among the most elusive boron-containing organic functional groups, a fact that has impeded development of new reactions employing them as substrates. A new synthesis of acyltrifluoroborates from benzotriazole (Bt)-based N,O-acetals has bee
Benzotriazole-Mediated Conversions of Aromatic and Heteroaromatic Aldehydes to Functionalized Ketones
Katritzky, Alan R.,Lang, Hengyuan,Wang, Zuoquan,Zhang, Zhongxing,Song, Huimin
, p. 7619 - 7624 (2007/10/03)
Aromatic and heteroaromatic aldehydes reacted with benzotriazole and triethyl orthoformate in THF to give the corresponding α-(benzotriazol-1-yl)aryl ethyl ethers 7 in good yield.The novel acyl anion precursors 7 underwent smooth lithiation at the methine group followed by trapping with alkyl halides, aldehydes, ketones, and imines to yield the expected substituted intermediates of type 9, which were hydrolyzed under mild conditions without isolation.Benzaldehyde, methyl-, chloro-, and methoxy-substituted benzaldehydes, 1-naphthalenecarboxaldehyde, 2- and 3-furaldehydes, 2- and 3-thiophenecarboxaldehydes, and 2-pyridinecarboxaldehyde were all transformed in this manner into a variety of aryl and heteroaryl ketones with alkyl (10), α-hydroxyalkyl (12 and 13), α-aminoalkyl (14) and acyl (15) substituents.
Addition of 1-(α-Alkoxybenzyl)benzotriazoles to Enol Ethers. New Routes to 1,3-Diethers
Katritzky, Alan R.,Rachwal, Stanislaw,Rachwal, Bogumila,Steel, Peter J.
, p. 4925 - 4931 (2007/10/02)
1-(α-Alkoxybenzyl)benzotriazoles undergo reversible ionization in solution to a benzotriazolyl anion (Bt-) and carboxonium cations PhCH:O+R.These cations can attack the β carbon of enol ethers to give cation adducts which add the Bt
