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Direct and Regioselective Palladium(II)-Catalyzed B(4)-H Monoacyloxylation and B(4,5)-H Diacetoxylation of o -Carborane Acids with Phenyliodonium Dicarboxylates.

Authors :
Ham H
Shin S
Ko GH
Han SH
Han GU
Maeng C
Kim TH
Noh HC
Lee K
Kim H
Yang H
Lee PH
Source :
The Journal of organic chemistry [J Org Chem] 2021 Nov 05; Vol. 86 (21), pp. 15153-15163. Date of Electronic Publication: 2021 Sep 30.
Publication Year :
2021

Abstract

A direct B(4)-H monoacyloxylation via a Pd-catalyzed regioselective B(4)-H activation of o -carborane acids with phenyliodonium dicarboxylates was developed, and a series of B(4)-H monoacyloxylated o -carboranes decorated with active groups were synthesized with moderate to good yields as well as excellent selectivity. In addition, a direct B(4,5)-H diacetoxylation from o -carborane acids with phenyliodonium diacetate was demonstrated.

Details

Language :
English
ISSN :
1520-6904
Volume :
86
Issue :
21
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
34592103
Full Text :
https://doi.org/10.1021/acs.joc.1c01804