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Iron-Catalyzed Cross-Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow.

Yuchao DengXiao-Jing WeiXiao WangYuhan SunTimothy Noël
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2019)
Transition-metal-catalyzed cross-coupling chemistry can be regarded as one of the most powerful protocols to construct carbon-carbon bonds. While the field is still dominated by palladium catalysis, there is an increasing interest to develop protocols that utilize cheaper and more sustainable metal sources. Herein, we report a selective, practical, and fast iron-based cross-coupling reaction that enables the formation of Csp-Csp3 and Csp2 -Csp3 bonds. In a telescoped flow process, the reaction can be combined with the Grignard reagent synthesis. Moreover, flow allows the use of a supporting ligand to be avoided without eroding the reaction selectivity.
Keyphrases
  • transition metal
  • room temperature
  • electron transfer
  • reduced graphene oxide