One-Pot Palladium-Catalyzed Cross-Coupling Treble of Borylation, the Suzuki Reaction and Amination
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- 作者：Howard Jong ; Stanley T.-C. Eey ; Yee Hwee Lim ; Sangeeta Pandey ; Nurul Azmah Bte Iqbal ; Fui Fong Yong ; Edward G. Robins and Charles W. Johannes
- 刊名：Advanced Synthesis & Catalysis
- 出版年：2017
- 出版时间：February 20, 2017
- 年：2017
- 卷：359
- 期：4
- 页码：616-622
- 全文大小：1224K
- ISSN：1615-4169
文摘
A methodology for a sequential palladium-catalyzed cross-coupling procedure consisting of borylation, the Suzuki reaction and amination has been developed for the assembly of molecules with multi-aryl backbones. The linchpin of this development is the meta-terarylphosphine ligand, Cy*Phine, which has been employed as an air- and moisture-stable precatalyst, Pd(Cy*Phine)<sub>2sub>Cl<sub>2sub>, to improve the efficiency of one-pot borylation–Suzuki reactions. Additionally, the reactivity of the Pd-Cy*Phine system could be tuned to furnish a one-pot, borylation–Suzuki reaction–amination (BSA) cross-coupling treble. The methodology successfully integrated complementary conditions for three distinctly different and modular reactions. Average yields of 74–94% could be achieved for each segment that cumulatively afforded 50–84% yield over the entire three-step sequence in a single pot.