Organocatalytic deprotonative functionalization of C(sp2)–H and C(sp3)–H bonds using in situ generated onium amide bases

Kiyofumi Inamoto; Hitomi Okawa; Hiroshi Taneda; Maomi Sato; Yutaro Hirono; Misato Yonemoto; Shoko Kikkawa; Yoshinori Kondo

doi:10.1039/C2CC35701A

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Organocatalytic deprotonative functionalization of C(sp²)–H and C(sp³)–H bonds using in situ generated onium amide bases†

Kiyofumi Inamoto,*^a Hitomi Okawa,^a Hiroshi Taneda,^a Maomi Sato,^a Yutaro Hirono,^a Misato Yonemoto,^a Shoko Kikkawa^a and Yoshinori Kondo*^a

Author affiliations

* Corresponding authors

^a Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3, Aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan
E-mail: inamoto@m.tohoku.ac.jp, ykondo@m.tohoku.ac.jp
Fax: +81-22-795-5917
Tel: +81-22-795-3906

Abstract

Onium amides, generated in situ from the combination of aminosilanes and onium fluorides (R₄PF, R₄NF), are employed for the first time as bases for catalytic deprotonative functionalization of C(sp²)–H and activated C(sp³)–H bonds under mild conditions.

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Article information

DOI: https://doi.org/10.1039/C2CC35701A
Article type: Communication
Submitted: 10 Jul 2012
Accepted: 10 Aug 2012
First published: 13 Aug 2012

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Chem. Commun., 2012,48, 9771-9773

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Organocatalytic deprotonative functionalization of C(sp²)–H and C(sp³)–H bonds using in situ generated onium amide bases

K. Inamoto, H. Okawa, H. Taneda, M. Sato, Y. Hirono, M. Yonemoto, S. Kikkawa and Y. Kondo, Chem. Commun., 2012, 48, 9771 DOI: 10.1039/C2CC35701A

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