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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, Hyeongcheol
Shin, Seohyun
Ko, Gi Hoon
Han, Sang Hoon
Han, Gi Uk
Maeng, Chanyoung
Kim, Tae Hyeon
Noh, Hee Chan
Lee, Kyungsup
Kim, Hanjoong
Yang, Heejin
Lee, Phil Ho
Source :
The Journal of Organic Chemistry; November 2021, Vol. 86 Issue: 21 p15153-15163, 11p
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 :
00223263
Volume :
86
Issue :
21
Database :
Supplemental Index
Journal :
The Journal of Organic Chemistry
Publication Type :
Periodical
Accession number :
ejs57945903
Full Text :
https://doi.org/10.1021/acs.joc.1c01804