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Ester Formation via Symbiotic Activation Utilizing Trichloroacetimidate Electrophiles

Authors :
Daniel R. Wallach
Arijit A. Adhikari
John D. Chisholm
Alexandra M. Millimaci
Nivedita S. Mahajani
Sarah E Canarelli
Kyle T. Howard
Christopher M. Russo
Jigisha P. Shah
Rowan I. L. Meador
Tomas J Smith
Source :
J Org Chem
Publication Year :
2019
Publisher :
American Chemical Society (ACS), 2019.

Abstract

Trichloroacetimidates are useful reagents for the synthesis of esters under mild conditions that do not require an exogenous promoter. These conditions avoid the undesired decomposition of substrates with sensitive functional groups that are often observed with the use of strong Lewis or Brønsted acids. With heating, these reactions have been extended to benzyl esters without electron donating groups. These inexpensive and convenient methods should find application in the formation of esters in complex substrates.

Details

ISSN :
15206904 and 00223263
Volume :
84
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....f9c2e4b3e124931e443763dbe395fd8e