87767-94-0Relevant academic research and scientific papers
A Sequential One-Pot Synthesis of Functionalized Esters and Thioesters through a Ring-Opening Acylation of Cyclic Ethers and Thioethers
Gopinath, Purushothaman,Chandrasekaran, Srinivasan
, p. 6541 - 6547 (2018/12/11)
A one-pot protocol for the synthesis of functionalized esters and thioesters is reported from cyclic ethers/thioethers and carboxylic acids via acyloxyphosphonium salts as key intermediates. The reaction of styrene oxide with acyloxyphosphonium salts gave complete regioselectivity and good yields of the resulting functionalized ester, whereas cyclohexene oxide gave moderate yields. Styrene episulfide, on the other hand, gave good yields with moderate regioselectivity whereas cyclohexene sulfide gave quantitative yields of the corresponding thioesters. We have also shown an alternate procedure for the ring opening of THF to form 4-bromo butyl esters. All these reactions were carried out in the absence of a catalyst, showing the synthetic versatility of our method.
Silver-Catalyzed Decarboxylative Bromination of Aliphatic Carboxylic Acids
Tan, Xinqiang,Song, Tao,Wang, Zhentao,Chen, He,Cui, Lei,Li, Chaozhong
supporting information, p. 1634 - 1637 (2017/04/11)
The silver-catalyzed Hunsdiecker bromination of aliphatic carboxylic acids is described. With Ag(Phen)2OTf as the catalyst and dibromoisocyanuric acid as the brominating agent, various aliphatic carboxylic acids underwent decarboxylative bromination to provide the corresponding alkyl bromides under mild conditions. This method not only is efficient and general but also enjoys wide functional group compatibility. An oxidative radical mechanism involving Ag(II) intermediates is proposed.
LEAD(IV)ACETATE-METAL HALIDE REAGENTS II. A NEW METHOD FOR THE SYNTHESIS OF β-HALO CARBOXYLATES AND β-IODO ETHERS
Motohashi, Shigeyasu,Satomi, Masakichi,Fujimoto, Yasuo,Tatsuno, Takashi
, p. 1788 - 1791 (2007/10/02)
A new method for the synthesis of trans-β-halo carboxylates and trans-β-iodo ethers from alkenes using lead(IV)acetate-metal halide is described.KEYWORDS - lead(IV)acetate; metal halide; alkene; trans-β-halo carboxylate; trans-β-iodo ether
