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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Chemical Communications

Issue 78, 2012

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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

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

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

DOI: 10.1039/C2CC35701A
Received 10 Jul 2012, Accepted 10 Aug 2012
First published online 13 Aug 2012

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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.

Abstract from Methods in Organic Synthesis 2013

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

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Chemical Communications

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

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

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