Ultra-fast Suzuki and Heck reactions for the synthesis of styrenes and stilbenes using arenediazonium salts as super-electrophiles

Bibliographic Details
Parent link:Organic Chemistry Frontiers
Vol. 5, iss. 1.— 2018.— [P. 41-45]
Corporate Author: Национальный исследовательский Томский политехнический университет Исследовательская школа химических и биомедицинских технологий
Other Authors: Trusova M. E. Marina Evgenievna, Rodriguez-Zubiri M. Mireia, Kutonova K. V. Ksenia, Jung N. Nicole, Brase S. Stefan, Francois-Xavier F. Felpin, Postnikov P. S. Pavel Sergeevich
Summary:Title screen
The super-electrophilic properties of arenediazonium salts have been exploited for achieving ultra-fast palladium-catalyzed coupling reactions with turnover frequencies up to 16 200 h−1. These ultra-fast coupling reactions have been exemplified with the synthesis of prone-to-polymerization styrenes within seconds through Suzuki cross-couplings with potassium vinyltrifluoroborate. Heterocycles and functional groups such as halides were well tolerated. The ambivalent properties of potassium vinyltrifluoroborate also allowed the development of ultra-fast sequential Suzuki-Heck reactions for the preparation of symmetrical and unsymmetrical stilbenes within minutes.
Режим доступа: по договору с организацией-держателем ресурса
Published: 2018
Subjects:
Online Access:https://doi.org/10.1039/C7QO00750G
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=667206