3947-53-3Relevant academic research and scientific papers
Vilsmeier-Haack reaction of tertiary alcohols: Formation of functionalised pyridines and naphthyridines
Thomas,Asokan
, p. 2583 - 2587 (2007/10/03)
Vilsmeier-Haack reaction of 2-arylpropan-2-ols proceeds with multiple iminoalkylations leading to the formation of conjugated iminium salts which on ammonium acetate-induced cyclisation afford 4-arylnicotinaldehydes in good yields. Tertiary alcohols derived from aliphatic or alicyclic ketones by the addition of methyl Grignard are converted into substituted pyridines and naphthyridines by the action of Vilsmeier's reagent in N,N-dimethylformamide followed by nucleophile-assisted cyclisation in the presence of ammonium acetate.
Reactions of Et3ZnLi with ketones: Electronic and steric effects
Musser,Richey Jr.
, p. 7750 - 7756 (2007/10/03)
Toluene solutions of composition Et3ZnLi react rapidly with aldehydes and ketones to form addition products. Et3ZnNa and Et3ZnK solutions react readily with the same substrates although metalation, as well as addition, is significant with substrates having α-hydrogens. The Et3ZnM solutions react with 2-cyclohexenone to give mainly the 1,4-addition product. Relative rates of addition of Et3ZnLi to substituted acetophenones give a Hammett ρ of 2.78. Addition of Et3ZnLi to acetophenone is slowed significantly by α and ortho methyl substituents; relative rates of addition to acetophenone, o-methylacetophenone, and tert-butyl phenyl ketone are 1.00, 0.012, and 0.003.
Electrochemical alkyl transfer reactions of trialkylborane to carbonyl compounds by use of copper sacrificial anode
Choi, Jung Hoon,Youm, Jong Sung,Cho, Cheon-Gyu,Czae, Myung-Zoon,Hwang, Book Kee,Kim, Jung Sung
, p. 4835 - 4838 (2007/10/03)
Alkyl groups in trialkylboranes were successfully transferred to carbonyl compounds in the presence of the platinum cathode and copper anode by electrochemical method. The new, mild electrochemical alkyl transfer reaction produced various substituted alcohols in good yields.
The Importance of Resonance Stabilization in the Benzylic Solvolysis. Substituent Effects on the Solvolysis of α,α-Diisopropylbenzyl Chlorides
Fujio, Mizue,Nakata, Kazuhide,Kuwamura, Takashi,Nakamura, Hirotaka,Saeki, Yoshihiro,et al.
, p. 8309 - 8312 (2007/10/02)
The substituent effect on the solvolysis of α,α-diisopropylbenzyl chlorides can be described in terms of ?+ value.No significant steric loss of resonance was observed by introducing two bulky isopropyl groups into benzylic reaction center.
