Synthesis 2018; 50(10): 2067-2075
DOI: 10.1055/s-0037-1609301
paper
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Germylation of Aryl Bromides and Aryl Triflates Using Hexamethyldigermane

Narumi Komami
Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12 Nishi-6, Sapporo, Hokkaido 060-0812, Japan   Email: tyoshino@pharm.hokudai.ac.jp   Email: smatsuna@pharm.hokudai.ac.jp
,
Keitaro Matsuoka
Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12 Nishi-6, Sapporo, Hokkaido 060-0812, Japan   Email: tyoshino@pharm.hokudai.ac.jp   Email: smatsuna@pharm.hokudai.ac.jp
,
Tatsuhiko Yoshino*
Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12 Nishi-6, Sapporo, Hokkaido 060-0812, Japan   Email: tyoshino@pharm.hokudai.ac.jp   Email: smatsuna@pharm.hokudai.ac.jp
,
Shigeki Matsunaga*
Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12 Nishi-6, Sapporo, Hokkaido 060-0812, Japan   Email: tyoshino@pharm.hokudai.ac.jp   Email: smatsuna@pharm.hokudai.ac.jp
› Author Affiliations
This work was supported in part by JSPS KAKENHI Grant Number JP15H05802 in Precisely Designed Catalysts with Customized Scaffolding.
Further Information

Publication History

Received: 12 December 2017

Accepted after revision: 16 January 2018

Publication Date:
14 February 2018 (online)


Abstract

Palladium-catalyzed germylation of aryl bromides and aryl triflates using commercially available hexamethyldigermane is described. Optimized reaction conditions afforded various functionalized aryltrimethylgermanes, including drug-like molecules, in moderate to good yields, demonstrating the versatility of the presented protocols.

Supporting Information