71617-14-6Relevant articles and documents
Direct Amidation of Esters by Ball Milling**
Barreteau, Fabien,Battilocchio, Claudio,Browne, Duncan L.,Godineau, Edouard,Leitch, Jamie A.,Nicholson, William I.,Payne, Riley,Priestley, Ian
supporting information, p. 21868 - 21874 (2021/09/02)
The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.
Tropolonate salts as acyl-transfer catalysts under thermal and photochemical conditions: Reaction scope and mechanistic insights
Mai, Binh Khanh,Koenigs, Rene M.,Nguyen, Thanh Vinh,Lyons, Demelza J.M.,Empel, Claire,Pace, Domenic P.,Dinh, An H.
, p. 12596 - 12606 (2020/11/18)
Acyl-transfer catalysis is a frequently used tool to promote the formation of carboxylic acid derivatives, which are important synthetic precursors and target compounds in organic synthesis. However, there have been only a few structural motifs known to efficiently catalyze the acyl-transfer reaction. Herein, we introduce a different acyl-transfer catalytic paradigm based on the tropolone framework. We show that tropolonate salts, due to their strong nucleophilicity and photochemical activity, can promote the coupling reaction between alcohols and carboxylic acid anhydrides or chlorides to give products under thermal or blue light photochemical conditions. Kinetic studies and density functional theory calculations suggest interesting mechanistic insights for reactions promoted by this acyl-transfer catalytic system.
Menthol derivatives, mixture thereof, and preparation method and applications of menthol derivatives
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Paragraph 0065; 0068; 0069; 0070, (2018/10/19)
The invention discloses menthol derivatives, a mixture thereof, and a preparation method and applications of the menthol derivatives. Menthol carries out esterification reactions, then molecular design is performed to synthesize the menthol derivatives with a special molecular structure or a special group, and through the modification on the chemical structure, a novel material, which has a highermelting point and low volatility and is applied to temporary cultural relic reinforcement, is provided. The melting points of the menthol derivatives are gradient, the volatile speed of the menthol derivatives is slower than that of menthol, thus the removing of the menthol derivatives is controllable, and the requirements of cultural relic protection can be satisfied. The provided menthol derivatives are used to temporarily strengthen cultural relic onsite, and have a wide application range.
