13144-31-5Relevant academic research and scientific papers
O,O′-di(2-pyridyl) thiocarbonate as an efficient reagent for the preparation of carboxylic esters from highly hindered alcohols
Saitoh, Katsuyuki,Shiina, Isamu,Mukaiyama, Teruaki
, p. 679 - 680 (1998)
Various carboxylic esters were obtained in high yields from free carboxylic acids and several alcohols including bulky ones by using O,O′-di(2-pyridyl) thiocarbonate and a catalytic amount of DMAP.
Facile new methods for introduction and removal of the diphenylmethyl group as a protective group of carboxylic acids
Paredes, Rodrigo,Agudelo, Fernando,Taborda, Gonzalo
, p. 1965 - 1966 (1996)
Easy new methods for introducing and removing the diphenylmethyl group as a protective group of carboxylic acids are presented. For the formation of the diphenylmethyl esters from the carboxylic acids and benzhydrol, the unusual A(AL)2 mechanism is followed.
Iron(III)-catalyzed direct synthesis of diphenylmethyl esters from 2-diphenylmethoxypyridine
Tran, Van Hieu,La, Minh Thanh,Kim, Hee-Kwon
, p. 2379 - 2387 (2019/07/03)
A highly efficient method has been developed for the synthesis of diphenylmethyl (DPM) esters from 2-diphenylmethoxypyridine. Various carboxylic acids readily reacted with 2-diphenylmethoxypyridine in the presence of FeCl3 as a catalyst to provide the desired DPM esters with high yields. The procedure is facile and enables effective synthesis of a variety of esters for the protection of carboxylic acids.
Ester Formation via Symbiotic Activation Utilizing Trichloroacetimidate Electrophiles
Mahajani, Nivedita S.,Meador, Rowan I. L.,Smith, Tomas J.,Canarelli, Sarah E.,Adhikari, Arijit A.,Shah, Jigisha P.,Russo, Christopher M.,Wallach, Daniel R.,Howard, Kyle T.,Millimaci, Alexandra M.,Chisholm, John D.
, p. 7871 - 7882 (2019/06/27)
Trichloroacetimidates are useful reagents for the synthesis of esters under mild conditions that do not require an exogenous promoter. These conditions avoid the undesired decomposition of substrates with sensitive functional groups that are often observed with the use of strong Lewis or Br?nsted acids. With heating, these reactions have been extended to benzyl esters without electron-donating groups. These inexpensive and convenient methods should find application in the formation of esters in complex substrates.
Facile synthesis of diphenylmethyl esters from 2-diphenylmethoxypyridine using catalytic boron trifluoride·diethyl etherate
La, Minh Thanh,Kim, Hee-Kwon
supporting information, p. 1855 - 1859 (2018/04/11)
A practical method for the direct preparation of diphenylmethyl (DPM) esters from 2-diphenylmethoxypyridine is described. The reaction was readily performed in the presence of a catalytic amount of boron trifluoride-diethyl etherate at room temperature. Using this reaction protocol, various carboxylic acids were converted to DPM esters with high yields. This method is highly effective for the protection of carboxylic acids and the synthesis of DPM esters, and offers a promising approach for facile esterification of a variety of carboxylic acids.
Sulfonated nanohydroxyapatite functionalized with 2-aminoethyl dihydrogen phosphate (HAP@AEPH2-SO3H) as a reusable solid acid for direct esterification of carboxylic acids with alcohols
Siavashi, Narges Yousefi,Akhlaghinia, Batool,Zarghani, Monireh
, p. 5789 - 5806 (2016/06/01)
Sulfonated nanohydroxyapatite functionalized with 2-aminoethyl dihydrogen phosphate (HAP@AEPH2-SO3H) efficiently catalyzed direct esterification of carboxylic acids and alcohols with high selectivity toward the formation of esters in good to excellent yields. Our results clearly show that HAP@AEPH2-SO3H can be easily recovered by simple filtration and reused for subsequent five runs without any significant impact on yields of products. The main advantage of this methodology is easy and ecofriendly catalyst preparation, easy catalyst separation, practical simplicity, safe reaction conditions, recyclable catalyst and high products yields.
Rh(I)-catalyzed cross-coupling of α-diazoesters with arylsiloxanes
Xia, Ying,Liu, Zhen,Feng, Sheng,Ye, Fei,Zhang, Yan,Wang, Jianbo
supporting information, p. 956 - 959 (2015/03/30)
An Rh(I)-catalyzed cross-coupling of diazoesters with arylsiloxanes has been successfully achieved. This transformation is a new method for the construction of the C(sp3)-C(sp2) bond, thus providing an alternative synthesis of α-aryl esters. Rh(I)-carbene migratory insertion has been proposed to be involved in this coupling reaction. The reaction represents the first example of utilizing arylsiloxane as the coupling partner in the carbene-involved cross-coupling reactions.
Convenient Formation of Diphenylmethyl Esters Using Diphenylmethyl Trichloroacetimidate
Adhikari, Arijit A.,Shah, Jigisha P.,Howard, Kyle T.,Russo, Christopher M.,Wallach, Daniel R.,Linaburg, Matthew R.,Chisholm, John D.
, p. 283 - 287 (2014/02/14)
Diphenylmethyl trichloroacetimidate is a useful reagent for the protection of carboxylic acids as their corresponding diphenylmethyl esters. These esterifications proceed rapidly without the need for an added catalyst or promoter. A variety of carboxylic
