13222-85-0Relevant articles and documents
Synthesis of symmetric anhydrides using visible light-mediated photoredox catalysis
Konieczynska, Marlena D.,Dai, Chunhui,Stephenson, Corey R. J.
, p. 4509 - 4511 (2012)
A new approach to anhydride formation is reported via activation of C-O bonds by the Vilsmeier-Haack reagent formed by Ru(bpy)3Cl2 and CBr4 in DMF. Various aryl and alkyl carboxylic acids are converted to the corresponding anhydrides in excellent yields.
Synthesis of anhydrides from acyl chlorides under ultrasound condition
Hu, Yulai,Wang, Jin-Xian,Li, Shihua
, p. 243 - 248 (1997)
A convenient and general method for the synthesis of symmetrical anhydrides under ultrasound conditions is described.
FACILE CONVERSION OF AMIDES TO THE ACIDS AND/OR ANHYDRIDES USING DINITROGEN TETROXIDE
Kim, Yong Hae,Kim, Kweon,Park, Young Jun
, p. 3893 - 3894 (1990)
Carboxamides and sulfonamides were reacted with dinitrogen tetroxide to give the corresponding acids, while such as N-bromoamides and hydroxamic acids were also converted to the corresponding acids together with their anhydrides.
OXYGEN ATOM TRANSFER REACTION. THE REACTION OF CARBONYL COMPOUNDS WITH DIOXYGEN COMPLEXES
Aida, Shun'ichi,Ohta, Hiroyuki,Kamiya, Yoshio
, p. 1639 - 1642 (1981)
The reaction of peroxobis(triphenylphosphine)platinum with benzil or benzoic anhydride gave benzoic anhydride or benzoyl peroxide respectively.The scope of the above reactions is described.
Simple preparation of symmetrical carboxylic acid anhydrides by means of Na2CO3/SOCl2
Kazemi,Kiasat,Mombaini
, p. 3219 - 3223 (2007)
A convenient and general method for the synthesis of symmetrical carboxylic acid anhydrides using sodium carbonate/thionyl chloride is described. Copyright Taylor & Francis Group, LLC.
Preparation of a resin-bound cobalt phosphine complex and assessment of its use in catalytic oxidation and acid anhydride synthesis
Leadbeater, Nicholas E.,Scott, Kathryn A.
, p. 4770 - 4772 (2000)
-
Diphosphonium fluorosulfonate reagent as a dehydrating agent in organic synthesis
Niyogi, Debyani G.,Singh, Sukhjinder,Verma, R. D.
, p. 237 - 238 (1994)
A facile, one-pot dehydration of organic substrates is afforded by the 'diphosphonium fluorosulfonate' reagent, Ph3P(+)OP(+)Ph3*2SO3F(-).This reagent has been used to convert acids to anhydrides, acid and alcohols to esters, acids and amines to amides and in double dehydrations to form heterocycles.
Dabco/SOCl2, mild, and convenient reagent for the preparation of symmetrical carboxylic acid anhydrides
Kazemi, Foad,Kiasat, Ali Reza
, p. 2287 - 2291 (2003)
Various types of carboxylic acids undergo rapid dehydration with 1,4-diazabicyclo[2.2.2]octane, dabco / thionyl chloride, under mild reaction conditions to afford symmetrical acid anhydrides in high isolated yields.
Chiral separation materials based on derivatives of 6-amino-6-deoxyamylose
Gao, Ya-Ya,Zhang, Yu-Hang,Zhang, Shan,Chen, Wei,Bai, Zheng-Wu
, p. 899 - 914 (2021/10/07)
In order to develop new type of chiral separation materials, in this study, 6-amino-6-deoxyamylose was used as chiral starting material with which 10 derivatives were synthesized. The amino group in 6-amino-6-deoxyamylose was selectively acylated and then the hydroxyl groups were carbamoylated yielding amylose 6-amido-6-deoxy-2,3-bis(phenylcarbamate)s, which were employed as chiral selectors (CSs) for chiral stationary phases of high-performance liquid chromatography. The resulted 6-amido-6-deoxyamyloses and amylose 6-amido-6-deoxy-2,3-bis(phenylcarbamate)s were characterized by IR, 1H NMR, and elemental analysis. Enantioseparation evaluations indicated that most of the CSs demonstrated a moderate chiral recognition capability. The 6-nonphenyl (6-nonPh) CS of amylose 6-cyclohexylformamido-6-deoxy-2,3-bis(3,5-dimethylphenylcarbamate) showed the highest enantioselectivity towards the tested chiral analytes; the phenyl-heterogeneous (Ph-hetero) CS of amylose 6-(4-methylbenzamido)-6-deoxy-2,3-bis(3,5-dimethylphenylcarbamate) baseline separated the most chiral analytes; the phenyl-homogeneous (Ph-homo) CS of amylose 6-(3,5-dimethylbenzamido)-6-deoxy-2,3-bis(3,5-dimethylphenylcarbamate) also exhibited a good enantioseparation capability among the developed CSs. Regarding Ph-hetero CSs, the enantioselectivity depended on the combination of the substituent at 6-position and that at 2- and 3-positions; as for Ph-homo CSs, the enantioselectivity was related to the substituent at 2-, 3-, and 6-positions; with respect to 6-nonPh CSs, the retention factor of most analytes on the corresponding CSPs was lower than that on Ph-hetero and Ph-homo CSPs in the same mobile phases, indicating π–π interactions did occur during enantioseparation. Although the substituent at 6-position could not provide π–π interactions, the 6-nonPh CSs demonstrated an equivalent or even higher enantioselectivity compared with the Ph-homo and Ph-hetero CSs.
PPh3/Selectfluor-Mediated Transformation of Carboxylic Acids into Acid Anhydrides and Acyl Fluorides and Its Application in Amide and Ester Synthesis
Yang, Zhen,Chen, Siwei,Yang, Fang,Zhang, Chenxi,Dou, You,Zhou, Qiuju,Yan, Yizhe,Tang, Lin
, p. 5998 - 6002 (2019/08/21)
By taking the advantage of PPh3/Selectfluor system, carboxylic acids are efficiently converted into the pivotal intermediates acyloxyphosphonium ions that can selectively react with a second carboxylic acid or fluoride to in situ yield the corresponding acid anhydrides or acyl fluorides. The developed protocol features commercially availabile reagents, no involvement of base, room temperature conditions, and simple experimental procedure. Additionally, various amides or esters are readily achieved, respectively, with the addition of amines or alcohols.
