Synlett 2020; 31(16): 1608-1612
DOI: 10.1055/s-0040-1707187
letter
© Georg Thieme Verlag Stuttgart · New York

Quinolin-8-yl Formate: A New Option for Small-Scale Carbonylation Reactions in Microwave Reactors

Christopher J. Maddocks
a   Discovery Chemistry Research and Technologies, Eli Lilly and Company Limited, Erl Wood Manor, Windlesham, Surrey, GU20 6PH, UK
,
Sivakumar V. Aathimanikandan
b   Albany Molecular Research, Inc., Albany, NY 12203, USA
,
a   Discovery Chemistry Research and Technologies, Eli Lilly and Company Limited, Erl Wood Manor, Windlesham, Surrey, GU20 6PH, UK
,
c   Discovery Chemistry Research and Technologies, Eli Lilly and Company, Indianapolis, Indiana 46285, USA   eMail: ruble_craig@lilly.com
› Institutsangaben

This research was funded by Eli Lilly and Company.
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Publikationsverlauf

Received: 26. Mai 2020

Accepted after revision: 15. Juni 2020

Publikationsdatum:
17. Juli 2020 (online)


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Abstract

A convenient procedure for conducting small-scale carbonylations of aryl or benzyl halides in a microwave reactor by using quinolin-8-yl formate is described. The resulting 8-acyloxyquinolines were shown to be more reactive than phenyl esters in acyl-transfer reactions, and their utility for the production of esters and amides was demonstrated.

Supporting Information