期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 359, 期 4, 页码 616-622出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201600708
关键词
amination; borylation; cross-coupling; one-pot procedure; palladium; Suzuki reaction
资金
- A*STAR Institute of Chemical and Engineering Sciences (ICES)
- A*STAR Singapore Bioimaging Consortium (SBIC)
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)(2)Cl-2, 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.
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