TBAI-catalyzed oxidative synthesis of benzamides from acetophenones and carbinols

Muhammad Sharif; Jianbin Chen; Peter Langer; Matthias Beller; Xiao Feng Wu

doi:10.1039/c4ob01203h

TBAI-catalyzed oxidative synthesis of benzamides from acetophenones and carbinols

Muhammad Sharif, Jianbin Chen, Peter Langer, Matthias Beller, Xiao Feng Wu^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

30 Scopus citations

Abstract

An interesting and convenient procedure for the oxidative transformation of acetophenones and carbinols to primary benzamides has been developed. By using tetra-n-butylammonium iodide (TBAI) as the catalyst and tert-butyl hydroperoxide (TBHP) as the oxidant, the desired benzamides were isolated in moderate to good yields in aqueous solution. Notably, not only acetophenones but also propiophenones can be applied as substrates as well. Hence, we believe that this new procedure is not just a catalytic version of the iodine-based method.

Original language	English
Pages (from-to)	6359-6362
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	12
Issue number	33
DOIs	https://doi.org/10.1039/c4ob01203h
State	Published - 7 Sep 2014
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "An interesting and convenient procedure for the oxidative transformation of acetophenones and carbinols to primary benzamides has been developed. By using tetra-n-butylammonium iodide (TBAI) as the catalyst and tert-butyl hydroperoxide (TBHP) as the oxidant, the desired benzamides were isolated in moderate to good yields in aqueous solution. Notably, not only acetophenones but also propiophenones can be applied as substrates as well. Hence, we believe that this new procedure is not just a catalytic version of the iodine-based method.",

author = "Muhammad Sharif and Jianbin Chen and Peter Langer and Matthias Beller and Wu, \{Xiao Feng\}",

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T1 - TBAI-catalyzed oxidative synthesis of benzamides from acetophenones and carbinols

AU - Sharif, Muhammad

AU - Chen, Jianbin

AU - Langer, Peter

AU - Beller, Matthias

AU - Wu, Xiao Feng

PY - 2014/9/7

Y1 - 2014/9/7

N2 - An interesting and convenient procedure for the oxidative transformation of acetophenones and carbinols to primary benzamides has been developed. By using tetra-n-butylammonium iodide (TBAI) as the catalyst and tert-butyl hydroperoxide (TBHP) as the oxidant, the desired benzamides were isolated in moderate to good yields in aqueous solution. Notably, not only acetophenones but also propiophenones can be applied as substrates as well. Hence, we believe that this new procedure is not just a catalytic version of the iodine-based method.

AB - An interesting and convenient procedure for the oxidative transformation of acetophenones and carbinols to primary benzamides has been developed. By using tetra-n-butylammonium iodide (TBAI) as the catalyst and tert-butyl hydroperoxide (TBHP) as the oxidant, the desired benzamides were isolated in moderate to good yields in aqueous solution. Notably, not only acetophenones but also propiophenones can be applied as substrates as well. Hence, we believe that this new procedure is not just a catalytic version of the iodine-based method.

UR - https://www.scopus.com/pages/publications/84905170082

U2 - 10.1039/c4ob01203h

DO - 10.1039/c4ob01203h

M3 - Article

AN - SCOPUS:84905170082

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VL - 12

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JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 33

ER -

TBAI-catalyzed oxidative synthesis of benzamides from acetophenones and carbinols

Abstract

ASJC Scopus subject areas

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