16932-25-5Relevant articles and documents
Rhodium-Catalyzed Reductive Esterification Using Carbon Monoxide as a Reducing Agent
Ostrovskii, Vladimir S.,Runikhina, Sofiya A.,Afanasyev, Oleg I.,Chusov, Denis
supporting information, p. 4116 - 4121 (2020/07/13)
Carbon monoxide used to have a limited number of applications in organic chemistry, but it gradually increases its role as a mild and selective reducing agent. It can be applied for the carbon–heteroatom single bond formation via the reductive addition of hydrogen-containing nucleophiles to carbonyl compounds. In this paper, rhodium-catalyzed reductive esterification is described, and a comparative study of the rhodium and ruthenium catalysis in the reductive addition reactions is provided. Rhodium performs better on highly nucleophilic substrates and ruthenium is better for compounds with less nucleophilicity.
5,5′-Dimethyl-3,3′-azoisoxazole as a new heterogeneous azo reagent for esterification of phenols and selective esterification of benzylic alcohols under Mitsunobu conditions
Iranpoor, Nasser,Firouzabadi, Habib,Khalili, Dariush
supporting information; experimental part, p. 4436 - 4443 (2010/11/05)
5,5′-Dimethyl-3,3′-azoisoxazole is used as a new efficient heterogeneous azo reagent for the highly selective esterification of primary and secondary benzylic alcohols and phenols with aliphatic and aromatic carboxylic acids via Mitsunobu protocols. The reaction is highly selective for primary benzylic alcohols versus secondary ones, aliphatic alcohols and also phenols. The isoxazole hydrazine byproduct can be simply isolated by filtration and recycled to its azoisoxazole by oxidation.
Electroreductive Acylation of Benzyl Chlorides with Acid Anhydrides. Stereoselective Formation of (E)-Enol Esters from Benzyl Alkyl Ketones
Nishiguchi, Ikuzo,Oki, Tsuneo,Hirashima, Tsuneaki,Shiokawa, Jiro
, p. 2005 - 2008 (2007/10/02)
Electroreduction of benzyl chlorides in the presence of acid anhydrides brought about stereoselective formation of (E)-enol esters of the corresponding benzyl alkyl ketones, the initial acylated products, in good to moderate yields.
Trimethylamine-Borane a Useful Reagent in the One-Pot Preparation of Carboxylic Esters from Carboxylic Acids
Trapani, Giuseppe,Reho, Antonia,Latrofa, Andrea,Liso, Gaetano
, p. 853 - 854 (2007/10/02)
The carboxylic esters 2a-h (R1CO2CH2R1) and 4a-d (R1CO2CH2R2) are synthesized from alkyl or aryl carboxylic acids, a one-pot reaction involving in situ reduction followed by esterification, both steps are mediated by trimethylamine-borane.