10500-28-4Relevant academic research and scientific papers
Appel reaction of carboxylic acids with tribromoisocyanuric acid/triphenylphosphine: A mild and acid-free preparation of esters and amides
Da Cunha Sindra, Haryadylla,De Mattos, Marcio C.S.
, p. 1129 - 1136 (2016)
A facile and efficient method for esterification and amidation of carboxylic acids under neutral conditions has been developed. Esters and amides can be prepared by reacting a carboxylic acid (1 mmol) with tribromoisocyanuric acid (0.37 mmol) and triphenylphosphine (1 mmol) in dichloromethane at room temperature, followed by addition of an alcohol or an amine, respectively.
FORMATION OF ACYL BROMIDES FROM CARBOXYLIC ACIDS AND N-BROMOSUCCINIMIDE; SOME REACTIONS OF BROMOCYANOTRIPHENYLPHOSPHORANE
Froeyen, Paul
, p. 253 - 260 (2007/10/02)
Acyl halides, i.e., acyl bromides and acyl chlorides can be generated in high yields under mild conditions from the corresponding carboxylic acid in the presence of equivalent amounts of NBS/NCS and triphenylphosphine.The reaction between carboxylic acids, bromocyane and triphenylphosphine (Ph3PBrCN), affords under similar conditions acyl bromides.Bromocyanotriphenylphosphorane reacts also smoothly with epoxides, e.g., phenyloxirane. it appears, however, that the expected bromocyanides are not obtainable by this reaction, vicinal dibromides being formed instead.Key words: Acyl bromides, synthesis of from carboxylic acids and NBS, bromocyanotriphenylphosphorane, synthesis of alkylhalides.
Activated Basic Alumina Promotes a Mild, Clean and High-Yield Racemization-Free Synthesis of t-Butyl Esters from Chiral Acid Bromides and t-Butyl Alcohol
Nagasawa, Kazuo,Ohhashi, Keiko,Yamashita, Asami,Ito, Keiichi
, p. 209 - 212 (2007/10/02)
Esterification of a variety of acid bromides having even steric bulkiness with t-BuOH/activated basic alumina gave the corresponding t-butyl esters in good to excellent yields.In the case of chiral acid bromides, no racemization has been ascertained for the first time.
