1459-18-3Relevant academic research and scientific papers
Green Access to α-Haloalkyl and α-Halobenzyl Esters, Versatile Intermediates for the One-Pot Two-Step Synthesis of O, O ′-Diacyl Acetals Using Zinc-Based Ionic Liquid Catalyst
Fache, Fabienne,De Azpiazu, Ignasi,Pelotier, Béatrice,Piva, Olivier,Gozzi, Christel
, p. 2430 - 2434 (2019/05/27)
α-Haloalkyl and α-halobenzyl esters have been synthesized using a zinc-based ionic liquid catalyst, BMIZnCl 3. These esters can then react with acids without intermediate purification to obtain mixed O, O ′-diacyl acetals in a one-pot process.
1,1-Diacyloxy-1-phenylmethanes as versatile N-acylating agents for amines
Chapman, Robert. S.L.,Tibbetts, Joshua. D.,Bull, Steven. D.
, p. 5330 - 5339 (2018/06/15)
1,1-Diacyloxy-1-phenylmethanes and 1-pivaloxy-1-acyloxy-1-phenylmethanes have been used as bench stable N-acylating reagents for primary and secondary amines and anilines under solvent-free conditions to afford their corresponding amides in good yield.
Formyloxyacetoxyphenylmethane and 1,1-diacylals as versatile O-formylating and O-acylating reagents for alcohols
Chapman, Robert S.L.,Francis, Molly,Lawrence, Ruth,Tibbetts, Joshua D.,Bull, Steven D.
, p. 6442 - 6452 (2018/10/02)
Formyloxyacetoxyphenylmethane, symmetric 1,1-diacylals and mixed 1-pivaloxy-1-acyloxy-1-phenylmethanes have been used as moisture stable O-formylating and O-acylating reagents for primary and secondary alcohols, allylic alcohols and phenols under solvent/catalyst free conditions to afford their corresponding esters in good yield.
Reductive esterification of aromatic aldehydes using Zn/Ac 2O/imidazole or Zn/Yb(OTf)3/(RCO)2O system
Hirao, Toshikazu,Santhitikul, Sirida,Takeuchi, Hiroki,Ogawa, Akiya,Sakurai, Hidehiro
, p. 10147 - 10152 (2007/10/03)
Benzaldehydes are reduced by metallic zinc in the presence of Ac 2O and imidazole, giving the corresponding benzyl acetates in good yields. Reductive esterification of aromatic aldehydes is also carried out via gem-diacetoxy compounds. Carbonyl compounds are readily converted to the gem-diacyloxy compounds in excellent yields on treatment with 2molar amounts of acid anhydride and 10mol% of Yb(OTf)3 in MeCN at room temperature. Thus-formed diacyloxy compounds derived from aromatic aldehydes are reduced in situ by metallic zinc to afford the corresponding esters.
Methods for synthesis of prodrugs from 1-acyl-alkyl derivatives and compositions thereof
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, (2008/06/13)
The present invention provides a method for synthesizing 1-(acyloxy)-alkyl derivatives from 1-acyl-alkyl derivatives, which typically proceeds stereospecifically, in high yield, does not require the use of activated intermediates and/or toxic compounds and is readily amenable to scale-up. The current invention also provides 1-acyl-alkyl derivatives of known drug compounds and methods for synthesizing these 1-acyl-alkyl derivatives.
