4842-44-8Relevant academic research and scientific papers
Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol
Biswal, Priyabrata,Samser, Shaikh,Meher, Sushanta Kumar,Chandrasekhar, Vadapalli,Venkatasubbaiah, Krishnan
, p. 413 - 419 (2021/11/01)
One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.
Reaction condition controlled nickel(ii)-catalyzed C-C cross-coupling of alcohols
Zhang, Meng-Juan,Li, Hong-Xi,Young, David J.,Li, Hai-Yan,Lang, Jian-Ping
supporting information, p. 3567 - 3574 (2019/04/14)
The challenge in the C-C cross-coupling of secondary and primary alcohols using acceptorless dehydrogenation coupling (ADC) is the difficulty in accurately controlling product selectivities. Herein, we report a controlled approach to a diverse range of β-alkylated secondary alcohols, α-alkylated ketones and α,β-unsaturated ketones using the ADC methodology employing a Ni(ii) 4,6-dimethylpyrimidine-2-thiolate cluster catalyst under different reaction conditions. This catalyst could tolerate a wide range of substrates and exhibited a high activity for the annulation reaction of secondary alcohols with 2-aminobenzyl alcohols to yield quinolines. This work is an example of precise chemoselectivity control by careful choice of reaction conditions.
Ligand-controlled phosphine-free Co(II)-catalysed cross-coupling of secondary and primary alcohols
Zhang, Shi-Qi,Guo, Bin,Xu, Ze,Li, Hong-Xi,Li, Hai-Yan,Lang, Jian-Ping
, (2019/10/28)
Cobalt(II) complexes (5 mol% Co) bearing phosphine-free N?N?N pincer ligands efficiently catalyze C–C coupling of secondary and primary alcohols to selectively form α-alkylated ketones with a good functional group compatibility using NaOH (20 mol%) as a base at 120 °C. The NH group on the N?N?N–Co(II) precatalyst controls the activity and selectivity. This simple catalytic system is involved in the synthesis of quinolones via the dehydrogenative annulation of 2-aminobenzyl alcohols with secondary alcohols.
Selenium-assisted reduction of α- and β-diketones with carbon monoxide and water
Nishiyama, Yutaka,Inoue, Jun,Teranishi, Kazuyo,Moriwaki, Masami,Hamanaka, Sawako
, p. 6347 - 6350 (2007/10/02)
Phenyl substituted α- (PhC(=O)C(=O)R) and β-diketones (PhC(=O)CHRC(=O)R′) are reduced by carbon monoxide and water in the presence of elemental selenium to give the corresponding aromatic ketones in moderate to good yields.
Reaction of 3-Amino-2-alkenimines with Alkali Metals: Unexpected Synthesis of Substituted 4-(Arylamino)quinolines
Barluenga, Jose,Aguilar, Enrique,Joglar, Jesus,Olano, Bernardo,Fustero, Santos
, p. 2596 - 2598 (2007/10/02)
A study of the reduction of 3-amino-2-alkenimines 1 with alkali metals is reported.The nature of the alkali metal plays an important role in the course of the process.In this context, a new and simple method for the regioselective synthesis of 4-(arylamino)quinolines 4 from 1 and sodium or potassium is described.
SYNTHESIS OF INDENES FROM PHENYLPROPANONES USING ALUMINA CATALYST
Jayamani, M.,Pant, Nalin,Ananthan, S.,Narayanan, K.,Pillai, C. N.
, p. 4325 - 4332 (2007/10/02)
1,3-Diphenylpropan-2-one undergoes dehydration over alumina at around 400 deg C to form 1,3-diphenylallene which cyclizes to 2-phenylindene.Since the parent ketone can be obtained under the reaction conditions from phenylacetic acid, the present reaction forms a one step syntheses of 2-phenylindene from phenylacetic acid. 3- and 4-methylphenylacetic acids also give the corresponding indenes. 1,3-Diphenylpropan-1-ones also give phenylindenes, presumably by a direct cyclodehydration reaction.
