- Green synthesis method of polyaryl substituted methanol
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The invention relates to a green synthesis method of polyaryl substituted methanol, in particular to a method for efficiently synthesizing polyaryl substituted methanol in a polar aprotic solvent under the condition of an oxidizing agent by taking polyaryl substituted methane as a raw material and alkali as an additive. The method provided by the invention is green and environment-friendly, avoids using expensive metal catalysts, and has the advantages of low cost, few reaction steps, short time, high yield and the like.
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Paragraph 0127-0131; 0277-0281
(2021/04/17)
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- Transition-Metal Free Chemoselective Hydroxylation and Hydroxylation-Deuteration of Heterobenzylic Methylenes
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We developed an approach for direct selective hydroxylation of heterobenzylic methylenes to secondary alcohols avoiding overoxidation to ketones by using a KOBu-t/DMSO/air system. Most reactions could reach completion in several minutes to give hydroxylated products in 41-76% yields. Using DMSO-d6, this protocol resulted in difunctionalization of heterobenzylic methylenes to afford α-deuterated secondary alcohols (>93% incorporation). By employing this method, active pharmaceutical ingredients carbinoxamine and doxylamine were synthesized in two steps in moderate yields.
- Fu, Yiwei,Li, Hao,Liu, Yonghai,Mang, Zhiguo,Shi, Lei,Sun, Chengyu,Yu, Yang
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supporting information
p. 8127 - 8131
(2020/11/03)
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- Ligand Tuning in Pyridine-Alkoxide Ligated Cp?IrIII Oxidation Catalysts
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Six novel derivatives of pyridine-alkoxide ligated Cp?IrIII complexes, potent precursors for homogeneous water and C-H oxidation catalysts, have been synthesized, characterized, and analyzed spectroscopically and kinetically for ligand effects. Variation of alkoxide and pyridine substituents was found to affect their solution speciation, activation behavior, and oxidation kinetics. Application of these precursors to catalytic C-H oxidation of ethyl benzenesulfonate with aqueous sodium periodate showed that the ligand substitution pattern, solution pH, and solvent all have pronounced influences on initial rates and final conversion values. Correlation with O2 evolution profiles during C-H oxidation catalysis showed these competing reactions to occur sequentially, and demonstrates how it is possible to tune the activity and selectivity of the active species through the NO ligand structure.
- Sackville, Emma V.,Kociok-K?hn, Gabriele,Hintermair, Ulrich
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supporting information
p. 3578 - 3588
(2017/10/03)
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- Iron-catalyzed C-H bond functionalization for the exclusive synthesis of pyrido[1,2-a]indoles or triarylmethanols
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The efficient and selective iron-catalyzed C-H activation of 2-benzhydrylpyridine derivatives was employed for the preparation of pyrido[1,2-a]indoles through an intramolecular C-H amination reaction. In the presence of molecular oxygen as the sole oxidant, the same 2-benzhydrylpyridines were also used for the synthesis of the corresponding tertiary alcohols. In these approaches, the iron catalyst was used to selectively activate the C(sp2)-H bond of 2-benzhydrylpyridine, in the case of the intramolecular ring-closing C-H amination reaction in which the pyridine nitrogen atom was a directing group as well as a nucleophile, and the C(sp3)-H bond of the same compound, in the case of the oxidation reaction to give the corresponding triaryl carbinol.
- Karthikeyan, Iyyanar,Sekar, Govindasamy
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p. 8055 - 8063
(2015/01/09)
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- Aggregative activation in heterocyclic chemistry. Part 5. Lithiation of pyridine and quinoline with the complex base BuLi·Me2N(CH2)2OLi (BuLi·LiDMAE)
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It is shown that the complex base BuLi·LiDMAE reacts with pyridine to give metallated species which, after trapping by electrophiles, lead to 2-substituted pyridines in good to excellent yields. The same reactions have been less successfully performed with quinoline.
- Gros, Philippe,Fort, Yves,Caubere, Paul
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p. 3597 - 3600
(2007/10/03)
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- CHEMISTRY OF HETEROCYCLIC N-OXIDES AND RELATED COMPOUNDS. 12. DIPHENYLHYDROXYMETHYLATION OF QUINOLINE N-OXIDE WITH BENZOPHENONE KETYLS AND DIANIONS
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Diphenylhydroxymethylation of the pyridine ring to give diphenyl(2-quinolyl)carbinol or its N-oxide occurs in the reaction of quinoline N-oxide with benzophenone ketyls and dianions.The best results are obtained when the lithium ketyl is used.A reduction product, viz., quinoline, is formed simultaneously in all of the reactions.
- Kurbatova, A. S.,Kurbatov, Yu. V.,Yu, V. K.
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p. 203 - 206
(2007/10/02)
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