13326-10-8Relevant articles and documents
Indium-catalyzed reaction for the synthesis of carbamates and carbonates: selective protection of amino groups
Kim, Joong-Gon,Jang, Doo Ok
, p. 2688 - 2692 (2009)
We developed a simple, efficient, and selective method for preparing organic carbamates and carbonates using a catalytic amount of indium. A wide range of carbamates and carbonates were synthesized in high yields. The method is also applicable to the selective protection of amino groups under mild conditions.
A safe and mild synthesis of organic carbonates from alkyl halides and tetrabutylammonium alkyl carbonates
Verdecchia, Mirella,Feroci, Marta,Palombi, Laura,Rossi, Leucio
, p. 8287 - 8289 (2002)
A safe and mild procedure for the synthesis of mixed organic carbonates is described. Reaction of commercially available tetrabutylammonium methoxide and ethoxide with carbon dioxide yields the corresponding methyl and ethyl tetrabutylammonium carbonates (TBAMC and TBAEC). The reactions of these new compounds with several different alkyl halides give methyl and ethyl carbonates in high yields. The use of classic toxic and harmful chemicals such as phosgene and carbon monoxide is avoided.
Investigation of dialkyltin compounds as catalysts for the synthesis of dialkyl carbonates from alkyl carbamates
Suciu, Elena N.,Kuhlmann, Barbara,A. Knudsen, George,Michaelson, Robert C.
, p. 41 - 54 (1998)
New syntheses for dibutyldimethoxytin, dibutyldiisocyanatotin and 1,1,3,3-tetrabutyl-1,3-diisocyanatodistannoxane as well as the novel compounds dibutylisocyanatomethoxytin and 1,1,3,3-tetrabutyl-1-methoxy-3-isocyanatodistannoxane are described. These com
TBD catalysis with dimethyl carbonate: A fruitful and sustainable alliance
Mutlu, Hatice,Ruiz, Johal,Solleder, Susanne C.,Meier, Michael A. R.
, p. 1728 - 1735 (2012)
This work presents the synthesis of unsymmetric and symmetric organic carbonates as well as the synthesis of polycarbonates in an efficient and sustainable approach. All reactions were carried out at atmospheric pressure at 80°C and the use of classic toxic and harmful chemicals, such as phosgene and carbon monoxide, was avoided. The key finding of this manuscript is that the use of 1,5,7-triazabicyclo[4.4.0]dec-5-ene, TBD, an organocatalyst, in combination with dimethyl carbonate (DMC), a non-toxic and renewable starting material, allows the synthesis of the mentioned unsymmetric carbonates in yields of up to 98% under optimized conditions. The structure of the alcohols used for this approach was found to influence the DMC-ROH ratio required to maximize the yield of the desired structure. Finally, the results obtained for the synthesis of low molecular weight building blocks could be transferred to the catalytic synthesis of high molecular weight polycarbonates. The Royal Society of Chemistry.
MnCO3-Catalyzed Transesterification of Alcohols with Dimethyl Carbonate Under Mild Conditions
Bi, Xiuru,Yao, Nan,Meng, Xu,Gou, Mingxia,Zhao, Peiqing
, p. 454 - 462 (2020/07/16)
Abstract: Dimethyl carbonate (DMC) is a valuable green reagent with versatile and tunable chemical reactivity and can be used as a raw material for transesterification of alcohols. Herein, MnCO3 was found to be an efficient heterogeneous cataly
Nickel-Catalyzed Benzylic Substitution of Benzyl Esters with Malonates as a Soft Carbon Nucleophile
Tsuji, Hiroaki,Hashimoto, Keisuke,Kawatsura, Motoi
supporting information, p. 8837 - 8841 (2019/11/11)
The nickel-catalyzed benzylic substitution of benzyl alcohol derivatives with a soft carbon nucleophile is extremely rare compared to that with a hard carbon nucleophile. We have achieved the nickel-catalyzed benzylic substitution of benzyl esters with malonates as a soft carbon nucleophile. Primary and secondary benzyl 2,3,4,5,6-pentafluorobenzoates as well as a wide variety of malonate derivatives were well tolerated in the nickel-catalyzed reaction, providing the corresponding alkylation products in 46-86% yields (34 examples). Additionally, we propose a possible reaction mechanism that would undergo via the ??1- A nd ??3-benzylnickel intermediates.
