@article{e83ce8cc51df425389a52846df082fd8,
title = "Use of tetramethylammonium fluoride (TMAF) and alkali metal alkoxides as an activator for catalytic deprotonative functionalization of heteroaromatic C(sp2)-H bonds",
abstract = "Tetramethylammonium fluoride (TMAF) and some alkali metal alkoxides were found to be effective activators for deprotonative functionalization of heteroarenes. Onium amide bases, generated in situ from the combination of aminosilanes and a catalytic amount of TMAF or alkali metal alkoxides efficiently deprotonated C-H bonds of a series of heteroarenes in the presence of an electrophile such as ketones and aldehydes under mild conditions (room temperature). Addition products were obtained generally in good yields, thus providing a highly practical and efficient deprotonation method.",
keywords = "Alkali metal alkoxides, Deprotonation, Heteroarenes, Tetramethylammonium fluoride",
author = "Kiyofumi Inamoto and Hitomi Okawa and Shoko Kikkawa and Yoshinori Kondo",
note = "Funding Information: This work was partly supported by a Grant-in-Aid for Scientific Research (B) (No. 23390002 ), a Grant-in-Aid for Scientific Research (C) (No. 25460002 ), and a Grant-in-Aid for Challenging Exploratory Research (No. 25670002 ) from Japan Society for the Promotion of Science , and a Grant-in-Aid for Scientific Research on Innovative Areas {\textquoteleft}Advanced Molecular Transformations by Organocatalysts{\textquoteright} (No. 23105009 ) and the project {\textquoteleft}Platform for Drug Discovery, Informatics, and Structural Life Science{\textquoteright} from The Ministry of Education, Culture, Sports, Science, and Technology , Japan. Publisher Copyright: {\textcopyright} 2014 Elsevier Ltd. All rights reserved.",
year = "2014",
month = oct,
day = "28",
doi = "10.1016/j.tet.2014.08.054",
language = "English",
volume = "70",
pages = "7917--7922",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "43",
}