86123-22-0Relevant academic research and scientific papers
Hydroesterification and difunctionalization of olefins with N-hydroxyphthalimide esters
Leng, Lingying,Ready, Joseph M.
, p. 13714 - 13720 (2021/11/16)
Irradiation of aryl esters of N-hydroxyphthalimides in the presence of unactivated olefins promotes a mild and regioselective hydroesterification. Optimal results are obtained with the aid of fac-Ir(dFppy)3 in CH2Cl2. Terminal and 1,1-disubstituted olefins provide primary esters, and trisubstituted olefins provide secondary esters. The anti-Markovnikov selectivity is consistent with alkyl radical intermediates, which are also indicated by the formation of cyclized products from dienes. Monoacylated diols are formed from trisubstituted and tetrasubstituted olefins in the presence of water.
Acylation Reactions of Carbonyl Compounds with 1-Acylpyridinium Salts
Anders, Ernst,Will, Wolfgang,Gassner, Thomas
, p. 1506 - 1519 (2007/10/02)
1-Acyl-4-benzylpyridinium tetrafluoroborates 5 have been used to derive generally applicable guidelines for the reaction of aldehydes 6 and ketones 7 with 1-acylpyridinium salts (scheme 2): a) Non-enolizable aldehydes 6 react with 5 to give N-pyridinium salts 14. b) Enolizable aldehydes 6 can be transformed by means of 5 into pyridinium salts 14 and enol esters 12, respectively.Using aldehyde 6b as an example, it was possible to show that the reaction course (formation of 12 or 14) can be controlled by simple variation of the reaction conditions. c) In general, ketones will not react with 5.The range of applicability of this guidelines has been defined. - We suggest, that the reaction course is mainly determined by the formation of the carbenium ion 19 and the aldehyde-pyridine derivative addition product 8.
