Synthesis 2020; 52(06): 882-892
DOI: 10.1055/s-0039-1691487
paper
© Georg Thieme Verlag Stuttgart · New York

Suzuki–Miyaura Cross-Couplings under Acidic Conditions

Lucas Pruschinski
,
Ana-Luiza Lücke
,
Tyll Freese
,
Sean-Ray Kahnert
,
Sebastian Mummel
,
Clausthal University of Technology, Institute of Organic Chemistry, Leibnizstrasse 6, 38678 Clausthal-Zellerfeld, Germany   Email: schmidt@ioc.tu-clausthal.de
› Author Affiliations
The Deutsche Forschungsgemeinschaft DFG is gratefully acknowledged for financial support (project SCHM1371/14-1).
Further Information

Publication History

Received: 24 September 2019

Accepted after revision: 31 October 2019

Publication Date:
14 November 2019 (online)


Abstract

Suzuki–Miyaura reactions with Pd(PPh3)4 have been carried out using lithium N-phenylsydnone-4-carboxylate as additive, which gave best yields at pH 5.7 in a mixture of acetic acid, water, and sodium carbonate. Reaction parameters such as the Pd source, the solvent, reaction time and temperature, acid, base and carboxylate have been varied and some representative examples of the Suzuki–Miyaura reaction have been examined.

Supporting Information