A Mild and Direct Site-Selective sp2 C-H Silylation of (Poly)Azines

Yiting Gu; Yangyang Shen; Cayetana Zarate; Ruben Martin

doi:10.1021/jacs.8b12063

A Mild and Direct Site-Selective sp² C-H Silylation of (Poly)Azines

J Am Chem Soc. 2019 Jan 9;141(1):127-132. doi: 10.1021/jacs.8b12063. Epub 2018 Dec 21.

Authors

Yiting Gu^{1

2}, Yangyang Shen^{1

2}, Cayetana Zarate^{1

2}, Ruben Martin^{1

3}

Affiliations

¹ Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology , Av. Països Catalans 16 , 43007 Tarragona , Spain.
² Departament de Química Analítica i Química Orgànica , Universitat Rovira i Virgili , c/Marcel·lí Domingo, 1 , 43007 Tarragona , Spain.
³ ICREA , Passeig Lluís Companys, 23 , 08010 Barcelona , Spain.

PMID: 30562018
DOI: 10.1021/jacs.8b12063

Abstract

A base-mediated protocol that allows for the site-selective sp² C-H silylation of azines is described. This method is distinguished by its mild conditions, simplicity and excellent site-selective modulation for a diverse set of azines, even in the context of late-stage functionalization, while exhibiting orthogonal reactivity with classical silylation reactions.

Publication types

Research Support, Non-U.S. Gov't